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Preparation method of N-(carboxymethyl aminocarbonyl)-4, 4 '-bis (dimethylamino) diphenylamine sodium salt

A technology of nitrosodimethylaniline hydrochloride and carboxymethylamino is applied in the field of preparation of N--4,4'-bis-diphenylamine sodium salt, which can solve the problem of unretrievable and unfavorable reduction of glycosylated hemoglobin In order to reduce production costs and improve production efficiency

Pending Publication Date: 2022-07-01
苏州络森生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The N-(carboxymethylaminocarbonyl)-4,4'-bis(dimethylamino)diphenylamine sodium salt involved in the present invention is a very important chromogenic substrate in the enzymatic detection kit, and its English name is It is N-[[Bis[4-(dimethylamino)phenyl]amino]carbonyl]glycine monosodium salt, CAS number is 115871-19-7, this substance plays a key role in the detection kit, but currently it is not available from the professional database The information on the relevant synthetic route cannot be retrieved, and the sodium salt of N-(carboxymethylaminocarbonyl)-4,4'-bis(dimethylamino)diphenylamine also lacks a synthetic method suitable for industrial production, which is not conducive to reducing the glycated hemoglobin The production cost of enzymatic detection kit, therefore, need to research and develop a kind of new N-(carboxymethylaminocarbonyl)-4,4'-bis(dimethylamino) diphenylamine sodium salt synthetic method, in order to meet medical detection demand, improve the production efficiency of this medical testing kit, and reduce the production cost of this medical testing kit

Method used

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  • Preparation method of N-(carboxymethyl aminocarbonyl)-4, 4 '-bis (dimethylamino) diphenylamine sodium salt
  • Preparation method of N-(carboxymethyl aminocarbonyl)-4, 4 '-bis (dimethylamino) diphenylamine sodium salt
  • Preparation method of N-(carboxymethyl aminocarbonyl)-4, 4 '-bis (dimethylamino) diphenylamine sodium salt

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0064] N-(carboxymethylaminocarbonyl)-4,4'-bis(dimethylamino)diphenylamine sodium salt I, its molecular formula is C 19 H 23 N 4 NaO 3 , the molecular weight is 378.40069, and the structural formula is shown in I.

[0065]

[0066] Following is the preparation method of N-(carboxymethylaminocarbonyl)-4,4'-bis(dimethylamino)diphenylamine sodium salt I:

[0067] S1. N,N-dimethylaniline shown in formula II reacts with sodium nitrite and hydrochloric acid to obtain p-nitrosoxylidine hydrochloride shown in formula III;

[0068] in,

[0069] S11. Take a 1L dry three-necked flask, add 1mol of N,N-dimethylaniline shown in formula II and 420ml of hydrochloric acid solution containing chloride ions into the three-necked flask in turn, mix and stir evenly, the reaction solution gradually turns pink To clarify the solution, cool down the three-necked flask to ensure that the internal temperature of the three-necked flask is 0°C. At this time, drop solution a into the bottle. Solut...

Embodiment 2-6

[0120] The preparation methods of Examples 2-6 are the same as those of Example 1, and the difference is only that the amount of substances added in each step is different, and thus the final yield of each step will also be different.

[0121] In conjunction with embodiment 1, the difference data of this part are specifically shown in table 1 to table 6:

[0122] Table 1 The addition amount of each chemical substance and the yield of substance III in step S1

[0123]

[0124] Table 2 The addition amount of each chemical substance and the yield of substance IV in step S2

[0125]

[0126] Table 3 The addition amount of each chemical substance and the yield of substance V in step S3

[0127]

[0128] Table 4 The addition amount of each chemical substance and the yield of substance VII in step S4

[0129]

[0130] The addition amount of each chemical substance and the yield of substance IX in step S5 of table 5

[0131]

[0132] Table 6 The addition amount of ea...

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PUM

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Abstract

The invention provides a preparation method of N-(carboxymethyl aminocarbonyl)-4, 4 '-bis (dimethylamino) diphenylamine sodium salt, which comprises the following six steps: S1, reacting a compound as shown in a formula II with a plurality of compounds to obtain a compound as shown in a formula III; s2, reacting the compound as shown in the formula III with various compounds to obtain a compound as shown in a formula IV; s3, performing reduction reaction on the compound as shown in the formula IV to obtain a compound as shown in a formula V; s4, carrying out esterification reaction on glycine VI to obtain a compound as shown in a formula VII; s5, carrying out two-step reaction on the compound shown in the formula VII to obtain a compound shown in a formula IX; and S6, carrying out hydrolysis reaction on the compound as shown in the formula IX to generate N-(carboxymethyl aminocarbonyl)-4, 4 '-bis (dimethylamino) diphenylamine sodium salt as shown in the formula I. The N-(carboxymethyl aminocarbonyl)-4, 4 '-bis (dimethylamino) diphenylamine sodium salt is suitable for large-scale industrial production, the production efficiency of a glycosylated hemoglobin enzyme method detection kit substrate is remarkably improved, the production cost of a medicine detection kit is reduced, and the market requirement is met.

Description

technical field [0001] The invention relates to a preparation method of N-(carboxymethylaminocarbonyl)-4,4'-bis(dimethylamino)diphenylamine sodium salt, and belongs to the technical field of biological detection. Background technique [0002] Diabetes is a metabolic disease characterized by hyperglycemia. Worldwide, one person dies from diabetes every 6 seconds. Among them, the number of diabetic patients in China ranks first in the world, and the total prevalence of diabetes in adults is up to 12.8%. It can be seen that diabetes, the "silent killer", has seriously endangered people's health and brought a heavy economic burden to the society. [0003] Glycated hemoglobin (GHb) is the product of the combination of hemoglobin in red blood cells and sugars in serum. It is formed through a slow, continuous and irreversible glycation reaction, and its content depends on the blood glucose concentration and the contact time between blood glucose and hemoglobin, and has nothing to...

Claims

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Application Information

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IPC IPC(8): C07C273/18C07C275/40
CPCC07C273/1863C07C275/40
Inventor 陆林林
Owner 苏州络森生物科技有限公司
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