Synthetic method of methyl-4-(trifluoromethoxy) phenyl carbamate
What is Al technical title?
Al technical title is built by PatSnap Al team. It summarizes the technical point description of the patent document.
A technology of trifluoromethoxyphenyl and methyl carbamate, which is applied in the preparation and application of fine chemical products, can solve the problems of unsuitability for large-scale production, increase the difficulty of reaction treatment, and limited source of raw materials, and achieve good application The prospect, the preparation method is simple and practical, and the effect of high economy
Inactive Publication Date: 2011-10-19
NANKAI UNIV
View PDF1 Cites 7 Cited by
Summary
Abstract
Description
Claims
Application Information
AI Technical Summary
This helps you quickly interpret patents by identifying the three key elements:
Problems solved by technology
Method used
Benefits of technology
Problems solved by technology
The current method for synthesizing this compound is to synthesize 4-trifluoromethoxyaniline and dimethyl carbonate as raw materials, but the by-products of this reaction are many and difficult to remove, the source of raw materials is limited, the synthesis process is complicated, and the yield is not high About 48%, and the process requirements are high, and product purification is difficult
There are also relevant literatures using ZrClO 2 / SiO 2 As a catalyst (Huaxue Shijie (2009), 50(4), 244-246, 233), but the post-treatment in this method is complicated, which undoubtedly increases the difficulty of the reaction, and the raw material cost of the product is high, which is not suitable for industrial mass production of
Method used
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more
Image
Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
Click on the blue label to locate the original text in one second.
Reading with bidirectional positioning of images and text.
Smart Image
Examples
Experimental program
Comparison scheme
Effect test
Embodiment 1
[0019] A 150 mL four-necked flask equipped with a reflux and gas absorption device was added to 13.28g (0.075mol) of 4-trifluoromethoxyaniline, 6g of sodium hydroxide (0.15mol), 10ml of tetrahydrofuran and 100ml of water, and mixed well. React for 2h at a temperature of 15-20℃; then, warm to room temperature and stir for 30 minutes. Add 10ml of methyl chloroformate slowly at a rate of 10 seconds / drop, and stir for 6h at room temperature; after the reaction, the temperature is reduced to 0 ℃, the reaction was stirred for 30 minutes; the solid was suction filtered, washed with water, and dried to obtain 16-18g of the target product 4-trifluoromethoxyphenyl-carbamic acid methyl ester, conversion rate: 95%-99% 1 HNMR (400MHz, CDCl 3 ):δ(ppm) 3.67( s, 3H,CH 3 ), 8.0 (t, 1H, NH), 6.75 (d, 2H, ArH). 7.53 (d, 2H, ArH).
Embodiment 2
[0021] A 150 mL four-necked flask equipped with a reflux and gas absorption device was added to 13.28g (0.075 mol) of 4-trifluoromethoxyaniline, 15.9g (0.15 mol) of sodium carbonate, 10ml of dioxane and 100ml of water. After mixing uniformly, react for 2h at a temperature of 10-15℃; then, warm to room temperature and stir for 30 minutes. Add 10ml of methyl chloroformate slowly at a rate of 10 seconds / drop, and stir for 7h at room temperature; after the reaction is complete Cool down to 0℃, stir and react for 30 minutes; the solid is filtered by suction, washed with water, and dried to obtain the target product 4-trifluoromethoxyphenyl-carbamic acid methyl ester 16.5-18g, conversion rate: 95%-99% 1 HNMR (400 MHz, CDCl 3 ): δ (ppm) 3.67 (s, 3H, CH 3 ), 8.0 (t, 1H, NH), 6.75 (d, 2H, ArH). 7.53(d, 2H, ArH).
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more
PUM
Login to view more
Abstract
A synthetic method of methyl-4-(trifluoromethoxy) phenyl carbamate. Raw materials of 4-trifluoromethoxy-aniline, methyl chloroformate and alkalis and a mixed solvent of water and organic solvents are mixed and undergo directly a reaction to produce a product of methyl-4-(trifluoromethoxy) phenyl carbamate. The synthetic method comprises the following steps of 1, adding 4-trifluoromethoxy-aniline, sodium hydroxide, tetrahydrofuran and water into a container, mixing well and make the mixture undergo a reaction at a temperature of 0 to 5 DEG C for 2 hours, 2, heating the reaction products to room temperature and stirring for 30 minutes, adding slowly methyl chloroformate into the heated reaction products and stirring at room temperature for 6 to 7 hours, 3, cooling the reaction products obtained from the step 2 to 0 DEG C and stirring for 30 minutes, and 4, carrying out a suction filtration process for the reaction products obtained from the step 3 to collect solids, and washing and drying the solids to obtain desired products. The synthetic method has the advantages that the synthetic method is simple and practical, has a high efficiency and can realize an end product yield more than 95%; reagents adopted in synthesizing processes have the advantages of low toxicity, high economic efficiency, less side effects, less corrosion on equipment and less pollution on environment; and prices of raw materials are cheap thus a production cost is low and the synthetic method has a high economic efficiency and good application prospects.
Description
Technical field [0001] The invention relates to the field of preparation and application technology of fine chemical products, in particular to a method for synthesizing 4-trifluoromethoxyphenyl-carbamic acid methyl ester. Background technique [0002] 4-trifluoromethoxyphenyl-carbamic acid methyl ester, English name: methyl -4-(trifluoromethoxy) phenyl carbamate, methyl 4-(trifluoromethoxy) phenyl carbamate, is a kind of [0003] Colorless and transparent liquid easily soluble in water, alcohol, ether and other organic solvents, density: 1.32g / ml, boiling point: 130-132 [0004] ℃ (5mmHg), molecular formula: C 9 H 8 F 3 NO 3 , Molecular weight: 187, it is an intermediate of many important chemical products, among which the most important application is the relatively new pesticides cyflumizone and indoxacarb, cyflumizone (metaflumizone, BAS320I) is a German BASF company and Japanese pesticide A brand-new compound jointly developed by the company, which belongs to the semicarbazide ...
Claims
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more
Application Information
Patent Timeline
Application Date:The date an application was filed.
Publication Date:The date a patent or application was officially published.
First Publication Date:The earliest publication date of a patent with the same application number.
Issue Date:Publication date of the patent grant document.
PCT Entry Date:The Entry date of PCT National Phase.
Estimated Expiry Date:The statutory expiry date of a patent right according to the Patent Law, and it is the longest term of protection that the patent right can achieve without the termination of the patent right due to other reasons(Term extension factor has been taken into account ).
Invalid Date:Actual expiry date is based on effective date or publication date of legal transaction data of invalid patent.
Login to view more 
Login to view more