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Wastewater-free preparation method of bentazon

A bentazon and waste water-free technology, applied in the chemical industry, can solve the problems of waste water polluting the environment, and achieve the effects of high product purity, high yield, and easy industrialization

Inactive Publication Date: 2012-08-01
NORTHEASTERN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Aiming at the problem that a large amount of waste water pollutes the environment existing in the production of bentazone, the present application provides a method for preparing bentazone without waste water, which has a higher yield

Method used

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  • Wastewater-free preparation method of bentazon

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Dissolve 16.3 g of isatoic anhydride in 50 mL of N,N-dimethylformamide and heat to 50 o C. Dissolve 6.8 g of isopropylamine in 25 mL of N,N-dimethylformamide, drop it into the above solution, and drop it at 50 o The reaction was continued for 30 minutes at C to obtain a transparent homogeneous solution, and the solvent was evaporated under reduced pressure, and dried to obtain anthranilamide, hereinafter referred to as "amide", with a yield greater than 99% and a purity greater than 97%, which was directly used in the following Step reaction;

[0028] Dissolve 10.7 g of 2-picoline in 50 mL of dichloroethane and cool to 0 o C, at 0 o Chlorosulfonic acid was added dropwise under the condition of C to obtain a double salt; the amide obtained above was dispersed with 50 mL of dichloroethane and heated to 50 oC ; quickly mix the double salt with the amide dispersed with dichloroethane, at 50 o C was reacted for 3 hours, TLC detected that after the amide reaction was com...

Embodiment 2

[0033] Dissolve 16.3 g of isatoic anhydride in 50 mL of acetonitrile and heat to 50 o C. Dissolve 6.8 g of isopropylamine in 25 mL of acetonitrile, drop it into the above solution, and drop it at 50 o The reaction was continued for 40 minutes under C to obtain a transparent homogeneous solution, and the solvent was evaporated under reduced pressure, and dried to obtain anthranilamide, the productive rate was 99%, and the purity was 95%;

[0034] The following is the same as Example 1, except that the feed ratio of the whole process is: in molar ratio, isatoic anhydride: isopropylamine: chlorosulfonic acid: 2-picoline: phosphorus oxychloride=1: 1: 1.2: 1.2: 1.

Embodiment 3

[0036] Dissolve 16.3 g isatoic anhydride in 50 mL N,N-dimethylacetamide, heat to 60 o C. Dissolve 7.1 g of isopropylamine in 25 mL of N,N-dimethylacetamide, drop it into the above solution, and drop it at 60 o The reaction was continued for 60 minutes under C to obtain a transparent homogeneous solution, and the solvent was evaporated under reduced pressure, and dried to obtain anthranilamide, the productive rate was 99%, and the purity was 97%.

[0037] Below with embodiment 1, difference is that whole process feed ratio is: by molar ratio, isatoic anhydride: isopropylamine: chlorosulfonic acid: 2-picoline: phosphorus oxychloride=1: 1.2: 1.1: 1.1: 1.

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Abstract

The invention belongs to the field of chemical engineering, and particularly relates to a wastewater-free preparation method of bentazon. According to the technical scheme, isatoic anhydride is used as a starting raw material, an aprotic polar solvent is used as a reaction medium in aminolysis of isopropylamine to produce amides, mixture is subjected to sulfonation of chlorosulfonic acid and cyclization, alkaline solution is directly used for extraction, and bentazon water aqua can be obtained directly. The preparation method has the beneficial effects that the yield is high, the full yield reaches above 85 percent, no wastewater is produced in the entire process, raw materials can be obtained easily, the operating is simple, and the industrialization can be realized easily.

Description

technical field [0001] The invention belongs to the field of chemical industry, and in particular relates to a method for preparing bendazone without waste water. Background technique [0002] Bentazon is a commonly used herbicide with the chemical name 3-isopropyl(1H)-benzo-2,1,3-thiadiazin-4-(3H)-one 2,2 dioxide, It is suitable for rice, wheat, corn, sorghum and other crops and pasture poisonous weeds, and has excellent control effect on broad-leaved weeds and sedge weeds. Bentazon has the advantages of high efficiency, low toxicity, broad herbicidal spectrum, no phytotoxicity, and good compatibility with other herbicides, and can control annual or perennial weeds at the same time. [0003] There are many synthetic methods of bentazone, but there are mainly following two routes in production, i.e. methyl anthranilate route and isatoic anhydride route, the synthetic method of methyl anthranilate route is: first with isopropyl Sulfamoyl chloride reacts with methyl anthran...

Claims

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Application Information

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IPC IPC(8): C07D285/16
Inventor 孙宏滨齐轩
Owner NORTHEASTERN UNIV
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