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Synthesizing method of 2- butyl-1,2-benzisothiazoline-3-ketone

A technology of benzisothiazoline and a synthesis method, applied in directions such as organic chemistry, can solve the problems of low yield, long reaction steps, low product quality and the like, and achieve the effects of good product quality, low production cost, and less three wastes

Inactive Publication Date: 2012-12-05
LIANYUNGANG SUNLION CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The traditional synthesis method uses 2,2'-disulfosalicylic acid (DTSA) as the main raw material, through acyl chlorination of thionyl chloride, chlorine chlorination, and finally n-butylamine ring closure to obtain 2-butyl-1,2-benzo Isothiazolin-3-one (BBIT), the traditional process has long reaction steps, low yield and low product quality

Method used

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  • Synthesizing method of 2- butyl-1,2-benzisothiazoline-3-ketone
  • Synthesizing method of 2- butyl-1,2-benzisothiazoline-3-ketone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Throw in 300g of 1,2-benzisothiazolin-3-one (BIT) with a solid content of 90%, 500g of water, 230g of 32% sodium hydroxide, heat up to 60-65°C, keep warm for 15min, fully dissolve, and cool down to 20- 25°C, filtered and dried to obtain 250 g of BIT sodium salt with a yield of 80%.

[0018] Put in 200g of BIT sodium salt, 395g of bromobutane, 75g of N,N-dimethylformamide, raise the temperature to 85-90°C, react for 5h, after the reaction is qualified, filter, distill the solvent under reduced pressure, and distill the crude product under vacuum to obtain 2-butyl Base-1,2-benzisothiazolin-3-ketone (HPLC>96%) (see specification attached figure 2 ), with a yield of about 74%.

Embodiment 2

[0020] Synthesis of BIT sodium salt is the same as Example 1.

[0021] Put in 200g of BIT sodium salt, 200g of chlorobutane, 100g of N,N-dimethylformamide, heat up to 75-80°C, and react for 15h. After the reaction is qualified, filter, distill the solvent under reduced pressure, and distill the crude product in vacuum to obtain 2-butyl 1,2-benzisothiazolin-3-one (HPLC>96%), the yield is about 75%.

Embodiment 3

[0023] Put in 99% 100g BIT, 91g anhydrous potassium carbonate, 300g chlorobutane, 150g N,N-dimethylformamide, heat up to 75-80°C, react for 5h, after the reaction is qualified, filter, distill the solvent under reduced pressure, and process to obtain 2-Butyl-1,2-benzisothiazolin-3-one (HPLC>96%), the yield is about 76%.

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Abstract

The invention discloses a synthesizing method of 2- butyl-1,2-benzisothiazoline-3-ketone, which is characterized by comprising the following steps: (1) reacting 1,2-benzisothiazoline-3-ketone (BIT) with alkali so as to obtain 1,2-benzisothiazoline-3-ketone alkali metal salt; and (2) adding the alkali metal salt into an aprotic polar solvent to react with halogenated normal butane, wherein the halogenated normal butane is one or a combination of two or more of 1-n-propylcarbinyl chloride, 1-n-butyl bromide and 1-n-iodobutane, and preferably is the 1-n-butyl bromide. According to the method, the process cost is low, the production quality is good, and three wastes are few.

Description

technical field [0001] The invention belongs to the field of fine chemicals, and in particular relates to a synthesis method of 2-butyl-1,2-benzisothiazolin-3-one. Background technique [0002] 2-Butyl-1,2-benzisothiazolin-3-one is a widely used fungicide and antifungal agent. The traditional synthesis method uses 2,2'-disulfosalicylic acid (DTSA) as the main raw material, through acyl chlorination of thionyl chloride, chlorine chlorination, and finally n-butylamine ring closure to obtain 2-butyl-1,2-benzo For isothiazolin-3-one (BBIT), the traditional process has long reaction steps, low yield and low product quality. Contents of the invention [0003] The technical problem to be solved by the present invention is to provide a synthesis method of 2-butyl-1,2-benzisothiazolin-3-one. Technical scheme of the present invention is as follows: [0004] The present invention relates to 1. a kind of 2-butyl-1, the synthetic method of 2-benzisothiazolin-3-ketone, it is characte...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D275/04
Inventor 邱彬戴明本张正儒马向阳刘桂权
Owner LIANYUNGANG SUNLION CHEM
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