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2,5-dimethoxy-4-[2'-fluorosulphuric radical]-beta-nitro-styrene and its preparation and uses

A kind of technology of nitrostyrene and dimethoxybenzenesulfonyl chloride, applied in 2 fields

Inactive Publication Date: 2003-11-19
WUHAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] As a new compound, 2,5-dimethoxy-4-[2'-fluoroethylthio]-β-nitrostyrene and its synthetic method have not been reported in the literature

Method used

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  • 2,5-dimethoxy-4-[2'-fluorosulphuric radical]-beta-nitro-styrene and its preparation and uses

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Experimental program
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Embodiment Construction

[0009] Add 105ml of dichloroethane and 13.5g of p-xylylene dimethyl ether into a 250ml three-necked flask, stir to dissolve, cool in an ice bath (0-10°C), add 26.5ml of chlorosulfonic acid and 10ml of thionyl chloride dropwise under stirring, and react After 2 hours, it was poured into 280ml of ice water under stirring, and the lower oil layer was separated, and dichloromethane (recovery) was evaporated to obtain yellow solid 2,5-dimethoxybenzenesulfonyl chloride, with a dry weight of 19.8g and a yield of 85%, melting point 115-117°C.

[0010] Add 68ml of water and 23ml of concentrated sulfuric acid into a 500ml three-necked flask, and when the temperature drops to about 70°C, add 12g of 2,5-dimethoxybenzenesulfonyl chloride and 18g of zinc powder, react at 80°C for 1 hour, filter, reduce Press and distill to obtain 8.2g of 2-mercapto-p-phenylene dimethyl ether.

[0011] Add 100ml of methanol into a 250ml three-necked flask, preheat 6.9g of potassium hydroxide to 50-60°C, add...

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Abstract

A compound 2,5-dimethoxy-4-[2'-fluoroethylthio]- beta-nitrostyrene is prepared from 2,5-dimethoxy phenylsulfonyl chloride through reducing by zinc powder in acidic condition to obtain 2-mercepto p-phenyldimethyl ether, condensing with 1-fluoro-2-bromoethane to obtain 2-[2'-fluoroethylthio] p-phenyl dimethyl ether, and reacting on trichloroxyphophorus and dimethyl formamide to obtain 2,5-dimethoxy-4-[2-fluoroethylthio] benzaldehyde, and condensing with nitromethane.

Description

technical field [0001] The present invention relates to 2,5-dimethoxy-4-[2'-fluoroethylthio]-β-nitrostyrene and its preparation method and use. Background technique [0002] As a new compound, 2,5-dimethoxy-4-[2'-fluoroethylthio]-β-nitrostyrene and its synthesis method have not been reported in the literature. Contents of the invention [0003] The task of the present invention is to provide a new compound 2,5-dimethoxy-4-[2'-fluoroethylthio]-β-nitrostyrene and its preparation and use. [0004] The technical scheme provided by the present invention is: 2,5-dimethoxy-4-[2'-fluoroethylthio]-β-nitrostyrene, whose structural formula is [0005] The present invention also provides a method for preparing the above-mentioned compound, using 2,5-dimethoxybenzenesulfonyl chloride as a raw material, reducing it with zinc powder at 70-80°C and acidic conditions (pH<1), and then distilling it under reduced pressure , to obtain 2-mercapto-p-xylylene ether; 2-mercapto-p-xylylene ...

Claims

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Application Information

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IPC IPC(8): C07C319/14C07C323/20
Inventor 张治民张淑娴杜小兰
Owner WUHAN UNIV
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