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Synthesis method of 1,2-benzoisothiazolinyl-3-one compound

A technology of benzisothiazoline and synthesis method, which is applied in the direction of organic chemistry, can solve the problems of long process steps, poor product quality, serious pollution, etc., and achieve the effect of simple post-processing steps, less environmental pollution, and simple process steps

Inactive Publication Date: 2014-08-06
SHOUGUANG SYNTECH FINE CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The process steps are long, the yield is low, the pollution is serious, and the product quality is poor

Method used

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  • Synthesis method of 1,2-benzoisothiazolinyl-3-one compound
  • Synthesis method of 1,2-benzoisothiazolinyl-3-one compound
  • Synthesis method of 1,2-benzoisothiazolinyl-3-one compound

Examples

Experimental program
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Effect test

Embodiment 1

[0030] Under a nitrogen atmosphere, 100 g of chlorobenzene, 100 g of o-chlorobenzonitrile, 219 g of octadecylmercaptan, and 4 g of tetrabutylammonium bromide were added to a 1000 ml four-necked flask equipped with a stirrer, a thermometer and a condenser. At 65-70°C, 98.7g of 32% sodium hydroxide solution was added dropwise, and the reaction was incubated until it was qualified, and the water phase was separated to obtain 381g of o-octadecylthiobenzonitrile reaction solution.

[0031] In a 1000ml four-necked flask equipped with a stirrer, a thermometer and a condenser, 381g of o-octathiocyanil benzonitrile reaction solution, 100g of chlorobenzene and 32g of water were added. At 20-30°C, 53g of chlorine gas was introduced. Raise the temperature to 60-65°C and react for 1h. Cool down to 20-30°C, add 200g of water, adjust the pH to 9-10 with 32% liquid caustic soda, raise the temperature to 60-65°C, remove the organic phase, cool the water phase to 20-30°C, add 31% hydrochloric ...

Embodiment 2

[0033] Under a nitrogen atmosphere, 100 g of chlorobenzene, 100 g of o-chlorobenzonitrile, 112 g of n-octyl mercaptan, and 4 g of tetrabutylammonium bromide were added to a 500 ml four-necked flask equipped with a stirrer, a thermometer and a condenser. At 60-65° C., 98 g of 32% sodium hydroxide solution was added dropwise, and the reaction was kept until it was qualified, and the water phase was separated to obtain 279 g of o-octylthiobenzonitrile reaction liquid.

[0034] In a 1000ml four-neck flask equipped with a stirrer, a thermometer and a condenser, 279g of o-octionitrile benzonitrile reaction solution, 200g of chlorobenzene and 30g of water were added. At 20-30°C, 54g of chlorine gas was introduced. Raise the temperature to 60-65°C and react for 1h. Cool down to 20-30°C, add 200g of water, adjust the pH to 9-10 with 32% liquid caustic soda, raise the temperature to 60-65°C, separate the organic phase, separate the organic phase to recover the solvent and by-products, ...

Embodiment 3

[0036] Under a nitrogen atmosphere, 100 g of chlorobenzene, 100 g of o-chlorobenzonitrile, 154 g of n-dodecanethiol, and 4 g of tetrabutylammonium bromide were added to a 500 ml four-necked flask equipped with a stirrer, a thermometer and a condenser. At 60-65°C, 98g of 32% sodium hydroxide solution was added dropwise, and the reaction was kept until it was qualified, and the water phase was separated to obtain 320g of o-dodecylthiobenzonitrile reaction solution.

[0037]In a 1000ml four-necked flask equipped with a stirrer, a thermometer and a condenser, 320 g of o-dodecylthionitrile benzonitrile reaction solution, 200 g of chlorobenzene, and 30 g of water were added. At 20-30°C, 54g of chlorine gas was introduced. Raise the temperature to 60-65°C and react for 1h. Cool down to 20-30°C, add 200g of water, adjust the pH to 9-10 with 32% liquid caustic soda, raise the temperature to 60-65°C, separate the organic phase, separate the organic phase to recover the solvent and by-p...

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Abstract

The invention belongs to the technical field of fine chemical engineering, and particularly relates to a synthesis method of a 1,2-benzoisothiazolinyl-3-one compound. The method comprises the following steps: reacting a 2-halogenated cyanophenyl compound with a mercaptan compound to obtain a 2-alkylthiocyanophenyl compound; and in the presence of water, reacting with a halogenating agent to obtain the 1,2-benzoisothiazolinyl-3-one compound. The byproduct alkyl halide in the method can further react with sulfide to obtain the mercaptan compound which can be used repeatedly as a reactant. On one hand, the raw materials used by the technique have low smell and volatility, so the technique is green and environment-friendly and generates small environmental pollution; and on the other hand, the method has the advantages of mild reaction conditions, simple technical steps, recyclable byproduct and low reaction cost, and has favorable utilization value in industrial production.

Description

technical field [0001] The invention relates to a synthesis method of 1.2-benzisothiazolin-3-one compound, which belongs to the field of fine chemical industry. Background technique [0002] 1. 2-Benzisothiazolin-3-one compounds are widely used in water treatment, metal processing fluids, coatings and other fields due to their remarkable anti-mold and fungal effects. The traditional process uses 2,2'-dithiodibenzoic acid compound as a raw material, and uses thionyl chloride, ammonia water, chlorine gas or an oxidizing agent to close the ring to obtain 1.2-benzisothiazolin-3-one compound. The process steps are long, the yield is low, the pollution is serious, and the product quality is poor. Contents of the invention [0003] In order to overcome the deficiencies of the prior art, the object of the present invention is to provide a synthetic method of 1.2-benzisothiazol-3-one compound which is green, environment-friendly, convenient for post-treatment and simple in process...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D275/04
Inventor 戴明本
Owner SHOUGUANG SYNTECH FINE CHEM
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