Analytical method for the content of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate

Abstract

The present invention relates to the technical field of chemical analysis, and particularly relates to an analytical method for the content of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate. Detection is carried out by high performance liquid chromatography, which includes the following steps: preparing a standard solution and a sample solution to be measured; sequentially injecting samples for analysis using a high performance liquid chromatograph in the order of standard, sample to be measured, standard, and sample to be measured; calculating the average peak areas of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the standard and the sample to be measured, and calculating the content of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the sample to be measured according to the formula of the external standard method. This analytical method has strong specificity, good repeatability, and good precision, and is particularly suitable for the quality control of intermediate products in the pesticide production process, so as to meet the production requirements of high-quality pesticide technical thifluzamide.

Description

Technical Field

[0001] The present invention relates to the technical field of chemical analysis, and particularly relates to a method for analyzing the content of (E)-methyl-2-(2-bromomethylphenyl)-2-methoxyiminoacetate. Background Art

[0002] The broad-spectrum fungicide of the trifloxystrobin type is a new type of fluorine-containing fungicide successfully developed from the natural product Strobilurins as a fungicide lead compound. It has characteristics such as high efficiency, broad spectrum, protection, treatment, eradication, penetration, systemic activity, resistance to rain erosion, and long residual period. It has no cross-resistance with existing fungicides and has good activity against almost all fungal diseases. Trifloxystrobin is applicable to wheat, barley, rye, triticale, grapes, apples, peanuts, bananas, vegetables, etc. Trifloxystrobin is highly toxic and high-risk to fish and aquatic organisms; it is low-toxic to birds, bees, silkworms, and earthworms; it is safe for crops, and because it can be rapidly degraded in soil and water, it is safe for the environment, so it has a very large application prospect in the market.

[0003] (E)-Methyl-2-(2-bromomethylphenyl)-2-methoxyiminoacetate has the English name (E)-Methyl-2-(2-bromoMethylphenyl)-2-MethoxyiMinoacetate, and its molecular formula is C 11 H 12 BrNO3, with a molecular weight of 286.12, a melting point of 45 - 48 °C, and is easily soluble in organic solvents such as acetonitrile and methanol. (E)-Methyl-2-(2-bromomethylphenyl)-2-methoxyiminoacetate is a key intermediate of trifloxystrobin. During its production process, impurities such as (E)-methyl-2-(2-dibromomethylphenyl)-2-methoxyiminoacetate and isomer impurities of (Z)-methyl-2-(2-bromomethylphenyl)-2-methoxyiminoacetate will be generated, which will seriously affect the quality and efficacy of trifloxystrobin.

[0004]

[0005]

[0006] After consulting relevant domestic and foreign literature, there is no report on the content detection method of (E)-methyl-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the prior art. Therefore, in order to meet the production requirements of high-quality pesticide technical trifloxystrobin, a corresponding content analysis and detection method needs to be provided. Summary of the Invention

[0007] In view of the blank in the detection technology for the content of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate, the present invention provides an analytical method for the content of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate. This analytical method has strong specificity, good precision, high recovery rate, and good repeatability, and is particularly suitable for the quality control of intermediate products of technical pesticides.

[0008] The technical solution of the present invention is as follows:

[0009] An analytical method for the content of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate, which is analyzed by high performance liquid chromatography, includes the following steps:

[0010] (1) Using methanol as a solvent, dissolve the standard product and the sample to be tested respectively to prepare a standard product solution and a sample solution to be tested;

[0011] (2) Set the detection wavelength within the range of 230 - 270 nm. After the instrument baseline is stable, inject samples for analysis in the order of standard product, sample to be tested, standard product, and sample to be tested. Among them, the chromatographic conditions include: the chromatographic column is a C18 reverse-phase chromatographic column, the column temperature is 30 - 50 °C, the mobile phase is a mixed system of acetonitrile and 0.8% (v / v) aqueous acetic acid solution, and the volume ratio of acetonitrile to aqueous acetic acid solution is 40 - 60:60 - 40;

[0012] (3) Calculate the average peak area of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the standard product solution and the sample solution to be tested, and calculate the mass fraction of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the sample to be tested according to the external standard method formula:

[0013]

[0014] In the formula:

[0015] A1 - The average peak area of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the standard product solution;

[0016] A2 - The average peak area of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the sample solution to be tested;

[0017] m1 - The mass of the standard product;

[0018] m2 - The mass of the sample to be tested;

[0019] P1 - The mass fraction of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the standard product;

[0020] X1——Mass fraction of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the sample to be tested.

[0021] Further, the column length of the chromatographic column is 150 mm, the inner diameter of the column is 4.6 mm, and the column particle size is 5 μm.

[0022] Further, the temperature of the chromatographic column is 40 °C.

[0023] Further, the detection wavelength of the high performance liquid chromatography is set at 254 nm.

[0024] Further, the volume ratio of acetonitrile to aqueous acetic acid solution is 50:50.

[0025] Further, the high performance liquid chromatography conditions further include: the sample volume for each injection is 5 μL.

[0026] Further, the high performance liquid chromatography conditions further include: the flow rate of the mobile phase is 0.8 - 1.2 mL / min, preferably 1.0 mL / min.

[0027] The beneficial effects of the present invention are as follows.

[0028] The present invention provides a brand-new method for detecting the mass fraction of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate, which solves the problem in the prior art that there is a lack of a dedicated high performance liquid chromatography detection method for methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate. By using the above method to detect the mass fraction of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate, the main peak can be completely separated from the isomers and impurities, the chromatographic peak shape is good, the integral calculation result is accurate, the operability is good, the obtained result is more accurate and timely, and it is especially suitable for the quality control of intermediate products of technical pesticides, which has important significance and practical value for ensuring the quality of the final product, trifloxystrobin. Description of the Drawings

[0029] Figure 1 It is the chromatogram of the standard solution in Example 1.

[0030] Figure 2 It is the chromatogram of the sample solution to be tested in Example 1.

[0031] Figure 3 It is the chromatogram of the standard solution in Example 2.

[0032] Figure 4 It is the chromatogram of the sample solution to be tested in Example 2.

[0033] Figure 5 It is the chromatogram of the standard solution in Example 3.

[0034] Figure 6 It is the chromatogram of the sample solution to be measured in Example 3.

[0035] Figure 7 It is the chromatogram of the standard solution in Comparative Example 1.

[0036] Figure 8 It is the chromatogram of the sample solution to be measured in Comparative Example 1.

[0037] Figure 9 It is the chromatogram of the standard solution in Comparative Example 2.

[0038] Figure 10 It is the chromatogram of the sample solution to be measured in Comparative Example 2.

[0039] Figure 11 It is the linear relationship diagram in Test Example 4. Detailed implementation manners

[0040] In order to enable those skilled in the art to better understand the technical solutions in the present invention, the following will clearly and completely describe the technical solutions in the embodiments of the present invention with reference to the accompanying drawings in the embodiments of the present invention. Obviously, the described embodiments are only a part of the embodiments of the present invention, rather than all the embodiments. Based on the embodiments of the present invention, all other embodiments obtained by those of ordinary skill in the art without creative efforts shall fall within the protection scope of the present invention.

[0041] Example 1

[0042] Analyze the content of the solution of methyl (E)-2-(2-(bromomethyl)phenyl)-2-methoxyiminoacetate obtained from 301 batches of production in the workshop with a yield of 817 kg, including the following steps:

[0043] (1) Accurately weigh 0.0598 g of the standard of methyl (E)-2-(2-(bromomethyl)phenyl)-2-methoxyiminoacetate, place it in a 100 mL volumetric flask, add 80 mL of methanol, dissolve it by shaking, and then dilute it to the scale with methanol to obtain a standard solution for standby. The mass fraction P1 of methyl (E)-2-(2-(bromomethyl)phenyl)-2-methoxyiminoacetate in the standard is 98%;

[0044] Accurately weigh 0.2687 g of the sample to be measured, place it in a 100 mL volumetric flask, add 80 mL of methanol, dissolve it by shaking, and then dilute it to the scale with methanol to obtain a sample solution to be measured for standby;

[0045] (2) An efficient liquid chromatograph is used. The chromatographic column is a C18 reverse-phase chromatographic column with a column length of 150 mm, an inner column diameter of 4.6 mm, and a column particle size of 5 μm. The temperature of the chromatographic column is 40 °C. The mobile phase is a mixed system of acetonitrile and 0.8% (v / v) aqueous acetic acid solution, and the volume ratio of acetonitrile to aqueous acetic acid solution is 50:50. The sample volume for each injection is 5 μL, and the flow rate of the mobile phase is 1 mL / min. The detection wavelength is set at 254 nm.

[0046] (3) After the instrument baseline is stable, injections are carried out in the order of standard sample, sample to be tested, standard sample, and sample to be tested. The average peak areas of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the standard sample solution and the sample to be tested solution are calculated respectively. The detection data are shown in Table 1 below:

[0047] Table 1 Detection Results of Example 1

[0048]

[0049] (4) Calculate the mass fraction of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the sample to be tested according to the formula of the external standard method. The specific formula is as follows:

[0050]

[0051] Where: A1—the average peak area of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the standard sample solution;

[0052] A2—the average peak area of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the sample to be tested solution;

[0053] m1—the mass of the standard sample;

[0054] m2—the mass of the sample to be tested;

[0055] P1—the mass fraction of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the standard sample;

[0056] X1—the mass fraction of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the sample to be tested;

[0057] The calculated mass fraction of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the sample to be tested is 21.33%.

[0058] Figure 1 、 Figure 2 They are the chromatograms of the standard sample and the sample to be tested in this example respectively. Figure 1Among them, the peak corresponding to the 11.270 min position represents the impurity of methyl (E)-2-(2-dibromomethylphenyl)-2-methoxyiminoacetate, and the peak corresponding to the 6.956 min position is methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate; Figure 2 Among them, the peak corresponding to the 11.327 min position represents the impurity of methyl (E)-2-(2-dibromomethylphenyl)-2-methoxyiminoacetate, the peak corresponding to the 11.994 min position represents the Z isomer, and the peak corresponding to the 6.994 min position is methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate.

[0059] Example 2

[0060] Analyze the content of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in 108.3 g of the product obtained in the small-scale test batch 20220215, including the following steps:

[0061] (1) Accurately weigh 0.0569 g of the standard product of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate, place it in a 100 mL volumetric flask, add 80 mL of methanol, dissolve it by shaking, and then dilute it to the scale with methanol to obtain a standard product solution for standby. The mass fraction P1 of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the standard product is 98%;

[0062] Accurately weigh 0.0795 g of the sample to be tested, place it in a 100 mL volumetric flask, add 80 mL of methanol, dissolve it by shaking, and then dilute it to the scale with methanol to obtain a sample solution to be tested for standby;

[0063] (2) Use a high-performance liquid chromatograph. The chromatographic column is a C18 reverse-phase chromatographic column. The column length of the chromatographic column is 150 mm, the column inner diameter is 4.6 mm, and the column particle size is 5 μm; the temperature of the chromatographic column is 40 °C; the mobile phase is a mixed system of acetonitrile and 0.8% (v / v) aqueous acetic acid solution, and the volume ratio of acetonitrile to aqueous acetic acid solution is 50:50; the sample volume for each injection is 5 μL, and the flow rate of the mobile phase is 1 mL / min; the detection wavelength is set at 254 nm.

[0064] (3) After the instrument baseline is stable, inject samples in the order of standard product, sample to be tested, standard product, and sample to be tested in turn, and calculate the average peak area of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the standard product solution and the sample solution to be tested respectively. The detection data is shown in Table 2 below:

[0065] Table 2 Detection Results of Example 2

[0066]

[0067] (4) Calculate the mass fraction of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the sample to be tested according to the external standard method formula. The specific formula is the same as that in Example 1. The calculated mass fraction of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the sample to be tested is 46.85%.

[0068] Figure 3 , Figure 4 are the chromatograms of the reference substance and the sample to be tested in this example respectively. Figure 3 In, the peak corresponding to the position of 6.947 min is the characteristic peak of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate; Figure 4 In, the peak corresponding to the position of 11.258 min is the impurity of methyl (E)-2-(2-dibromomethylphenyl)-2-methoxyiminoacetate, the peak corresponding to the position of 11.874 min represents the Z isomer, and the peak corresponding to the position of 6.950 min is methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate.

[0069] Example 3

[0070] Analyze the content of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in 264 g of the product obtained in the small-scale batch of 20220225, including the following steps:

[0071] (1) Accurately weigh 0.0395 g of the reference substance of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate, place it in a 100 mL volumetric flask, add 80 mL of methanol, dissolve it by shaking, and then dilute it to the scale with methanol to obtain a reference substance solution for standby. The mass fraction P1 of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the reference substance is 98%;

[0072] Accurately weigh 0.1038 g of the sample to be tested, place it in a 100 mL volumetric flask, add 80 mL of methanol, dissolve it by shaking, and then dilute it to the scale with methanol to obtain a sample solution for standby;

[0073] (2) Use a high-performance liquid chromatograph. The chromatographic column is a C18 reverse-phase chromatographic column. The column length of the chromatographic column is 150 mm, the column inner diameter is 4.6 mm, and the column particle size is 5 μm; the temperature of the chromatographic column is 40 °C; the mobile phase is a mixed system of acetonitrile and 0.8% (v / v) aqueous acetic acid solution, and the volume ratio of acetonitrile to aqueous acetic acid solution is 50:50; the sample volume for each injection is 5 μL, and the flow rate of the mobile phase is 1 mL / min; the detection wavelength is set at 254 nm.

[0074] (3) After the instrument baseline is stable, the samples are injected in the order of standard, sample to be tested, standard, and sample to be tested, and the average peak area of (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetic acid methyl ester of the standard solution and the sample solution to be tested is calculated respectively. The test data are shown in Table 3 below:

[0075] Table 3 Example 3 test results

[0076]

[0077] (4) The mass fraction of (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetic acid methyl ester in the sample to be tested was calculated according to the external standard method formula. The specific formula was the same as that in Example 1. The mass fraction of (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetic acid methyl ester in the sample to be tested was calculated to be 45.54%.

[0078] Figure 5 , Figure 6 They are the chromatograms of the standard product and the sample to be tested in this embodiment respectively. Figure 5 In the analysis, the peak corresponding to the position of 11.383min represents the impurity (E)-2-(2-dibromomethylphenyl)-2-methoxyiminoacetic acid methyl ester, and the peak corresponding to the position of 7.049min represents (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetic acid methyl ester; Figure 6 In the above, the peak corresponding to the position of 11.366 min represents the impurity of (E)-2-(2-dibromomethylphenyl)-2-methoxyiminoacetic acid methyl ester, the peak corresponding to the position of 12.056 min represents the Z isomer, and the peak corresponding to the position of 7.018 min represents (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetic acid methyl ester.

[0079] Comparative Example 1

[0080] The standard solution and the sample solution to be tested in Example 1 are taken as the detection objects.

[0081] (1) A high performance liquid chromatograph was used, the chromatographic column was a C18 reverse phase column, the column length was 150 mm, the column inner diameter was 4.6 mm, and the column particle size was 5 μm; the temperature of the chromatographic column was 40° C.; the mobile phase was a mixed system of acetonitrile and 0.8% (v / v) glacial acetic acid aqueous solution, and the volume ratio of acetonitrile to glacial acetic acid aqueous solution was 65:35; the sample volume for each injection was 5 μL, and the flow rate of the mobile phase was 1 mL / min; the detection wavelength was set to 254 nm.

[0082] (2) After the instrument baseline is stable, inject samples in the order of standard, sample to be tested, standard, and sample to be tested. Calculate the average peak areas of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the standard solution and the sample solution to be tested respectively. The detection data is shown in Table 4 below:

[0083] Table 4 Detection Results of Comparative Example 1

[0084]

[0085] (3) Calculate the mass fraction of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the sample to be tested according to the external standard method formula. The specific formula is the same as that in Example 1. The calculated mass fraction of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the sample to be tested is 21.50%.

[0086] Figure 7 、 Figure 8 They are the chromatograms of the standard and the sample to be tested in this example respectively. Figure 7 In, the peak corresponding to the 5.151 min position is methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate, and the peak corresponding to the 9.584 min position is the impurity of methyl (E)-2-(2-dibromomethylphenyl)-2-methoxyiminoacetate; Figure 8 In, the peak corresponding to the 5.139 min position is methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate, the peak corresponding to the 9.595 min position is the impurity of methyl (E)-2-(2-dibromomethylphenyl)-2-methoxyiminoacetate, and the peak corresponding to the 10.424 min position is the Z isomer. It is found through this comparative example that the resolution between the main peak of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate and the unknown impurity at the 4.688 min position is poor, affecting the detection result.

[0087] Comparative Example 2

[0088] Take the standard solution and the sample solution in Example 3 as the detection objects.

[0089] (1) Use a high-performance liquid chromatograph. The chromatographic column is a C18 reverse-phase chromatographic column. The column length of the chromatographic column is 150 mm, the column inner diameter is 4.6 mm, and the column particle size is 5 μm; the temperature of the chromatographic column is 40 °C; the mobile phase is a mixed system of acetonitrile and water, and the volume ratio of acetonitrile to water is 35:65; the sample volume for each injection is 5 μL, and the flow rate of the mobile phase is 1 mL / min; the detection wavelength is set at 254 nm.

[0090] (2) After the instrument baseline is stable, inject samples in the order of standard, sample to be tested, standard, and sample to be tested. Calculate the average peak areas of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the standard solution and the sample solution to be tested respectively. The test data are shown in Table 5 below:

[0091] Table 5 Test Results of Comparative Example 2

[0092]

[0093] (3) Calculate the mass fraction of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the sample to be tested according to the external standard method formula. The specific formula is the same as that in Example 1. The calculated mass fraction of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the sample to be tested is 45.50%.

[0094] Figure 9 、 Figure 10 are the chromatograms of the standard and the sample to be tested in this example respectively. Figure 9 In, the peak at the 14.332 min position corresponds to methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate, and the peak at the 19.921 min position corresponds to the impurity methyl (E)-2-(2-dibromomethylphenyl)-2-methoxyiminoacetate; Figure 10 In, the peak at the 14.400 min position corresponds to methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate, the peak at the 19.294 min position corresponds to the impurity methyl (E)-2-(2-dibromomethylphenyl)-2-methoxyiminoacetate, and the peak at the 20.829 min position corresponds to the Z isomer. Using the conditions of this comparative example, although it has little effect on the test results, the retention time is relatively late and the analysis cycle is long.

[0095] Test Example 1 Stability Test

[0096] Take the sample solution to be tested in Example 1 as the object of investigation. Use a high-performance liquid chromatograph with a diode array detector and analyze it at room temperature at regular intervals for a total of 6 times. Record the peak areas simultaneously. The analysis conditions are the same as those in Example 1.

[0097] The results are shown in Table 6 below. By comparing the peak areas, it is obtained that the RSD is less than 1%, indicating that the analysis method of the present invention has good stability.

[0098] Table 6 Stability Test Results

[0099]

[0100] Test Example 2 Precision Test

[0101] Take the (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetic acid methyl ester of the small test sample 20220215 of Example 2 as the object of investigation, weigh 0.0569g of the standard and five parallel samples to be tested, and inject them in the order of standard solution, sample solution to be tested, standard solution, and sample solution to be tested, and calculate the mass fraction of (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetic acid methyl ester in the five parallel samples to be tested. The analysis conditions are the same as those in Example 1.

[0102] The results are shown in Table 7 below. By comparing the mass fractions of (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetic acid methyl ester, the RSD was less than 1%, indicating that the analytical method of the present invention has good precision.

[0103] Table 7 Precision test results

[0104]

[0105] Test Example 3 Recovery Test

[0106] Take the sample 20220225 of Example 3 as the investigation object, divide it into five parts, add different masses of (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetic acid methyl ester standard samples, prepare a solution of known (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetic acid methyl ester, use high performance liquid chromatography with diode array detector to detect its content, and calculate the recovery rate of spike addition. The analysis conditions are the same as those in Example 1.

[0107] The results are shown in Table 8 below. The recovery rates are all between 98% and 102%, and the average recovery rate is 99.82%, indicating that the recovery rate of this experiment meets the requirements.

[0108] Table 8 Recovery test results

[0109]

[0110] Test Example 4 Linear Test

[0111] A series of standard products of different masses were weighed, placed in a 100 mL volumetric flask, dissolved and fixed to volume with methanol, and the relationship between the peak area and the solution concentration was examined after injection. The analysis conditions were the same as those in Example 1.

[0112] The results are shown in Table 9 and Figure 11 As shown, the correlation coefficient is 0.999, indicating that the linearity of the analysis method provided by the present invention meets the requirements.

[0113] Table 9 Linearity test results

[0114] Serial number Sample weight / g Standard solution concentration / g / L Peak area 1 Peak area 2 Average peak area 1 0.0331 0.331 1996642 1996923 1996782.5 2 0.0450 0.450 2711046 2723019 2717032.5 3 0.0561 0.561 3374826 3377014 3375920 4 0.0647 0.647 3907463 3907698 3907580.5 5 0.0741 0.741 4419042 4439336 4429189

[0115] From the above-mentioned Test Examples 1-4, it can be seen that the analysis method for the content of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate provided by the present invention has high accuracy and good operability, and can be widely applied to the analysis and detection of the content of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate.

[0116] Although the present invention has been described in detail by referring to the accompanying drawings and in combination with the preferred embodiments, the present invention is not limited thereto. Without departing from the spirit and essence of the present invention, those of ordinary skill in the art can make various equivalent modifications or substitutions to the embodiments of the present invention, and these modifications or substitutions should all be within the scope of the present invention. / Any person skilled in the art within the technical scope disclosed by the present invention can easily think of changes or substitutions, which should all be covered by the protection scope of the present invention. Therefore, the protection scope of the present invention shall be subject to the protection scope defined by the claims.

Claims

1. A method for analyzing the content of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate, characterized in that, Analysis was carried out by high performance liquid chromatography, including the following steps: (1) The standard and the sample to be tested were separately dissolved with methanol to prepare a standard solution and a sample solution to be tested; (2) The detection wavelength was set in the range of 230 - 270 nm. After the instrument baseline was stable, injection analysis was carried out in the order of standard, sample to be tested, standard, and sample to be tested. Among them, the chromatographic conditions included: the chromatographic column was a C18 reverse-phase chromatographic column, the column temperature was 30 - 50 °C, the mobile phase was a mixed system of acetonitrile and 0.8% aqueous acetic acid solution, and the volume ratio of acetonitrile to aqueous acetic acid solution was 50:50; (3) Calculate the average peak area of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the standard solution and the sample solution to be tested, and calculate the mass fraction of methyl (E)-2-(2-bromomethylphenyl)-2-methoxyiminoacetate in the sample to be tested according to the external standard method formula.

2. The analysis method according to claim 1, wherein The column length of the chromatographic column was 150 mm, the column inner diameter was 4.6 mm, and the column particle size was 5 μm.

3. The analysis method according to claim 1, characterized in that, The temperature of the chromatographic column was 40 °C.

4. The analysis method according to claim 1, wherein The detection wavelength of high performance liquid chromatography was set at 254 nm.

5. The analysis method according to claim 1, characterized in that The high performance liquid chromatography conditions also included: the sample volume for each injection was 5 μL.

6. The analysis method according to claim 1, characterized in that, The high performance liquid chromatography conditions also included: the flow rate of the mobile phase was 0.8 - 1.2 mL / min.

7. The analysis method according to claim 6, characterized in that, The flow rate of the mobile phase was 1.0 mL / min.

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