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A kind of method for preparing benzo-1,3-oxathiocyclohexadiene-4-ylideneamine

A technology of hexadiene and ylidene amines, applied in the field of preparing benzo-1,3-oxathione-4-ylidene amines

Active Publication Date: 2020-12-01
CHANGZHOU UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] There is no relevant literature to report the synthetic method of this kind of derivatives at present, therefore, to explore the novel and concise, easy to operate and high-efficiency benzo-1,3-oxathione-4-ylidene amine derivatives The synthetic route has important research and application value

Method used

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  • A kind of method for preparing benzo-1,3-oxathiocyclohexadiene-4-ylideneamine
  • A kind of method for preparing benzo-1,3-oxathiocyclohexadiene-4-ylideneamine

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specific Embodiment

[0015] Take the synthesis method of benzo-1,3-oxathione-4-ylidene n-butylamine as an example: add N-n-butyl-2-methylthiobenzyl one by one into a 100mL pressure-resistant tube Amide (1mmol, 0.22g), sodium acetate (1.5mmol, 0.12g), silver oxide (0.5mmol, 0.12g), 1-chloromethyl-4-fluoro-1,4-diazabicyclo[2.2.2 ] Octane bis(tetrafluoroborate) salt (1mmol, 0.35g) and 1,2-dichloroethane (10mL), the reaction temperature was controlled at 140 degrees Celsius, and the reaction was vigorously stirred for 3 hours. After the reaction is finished, cool to room temperature, and then concentrate the reaction solution and separate by column chromatography to obtain benzo-1,3-oxathione-4-ylidene n-butylamine (0.16g, 70% ).

[0016] The equations involved in the reaction are as follows:

[0017]

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Abstract

The invention relates to the technical field of fine chemical engineering, and discloses a novel method for preparing benzo-1,3-oxysulfureux heterocyclohexadiene-4-ylidene amine. The novel method comprises the specific steps: taking N-substituted-2-methylmercapto-benzamide as the raw material and sodium acetate, silver oxide and 1-chloromethyl-4-fluorine-1,4-diazabicyclo[2.2.2]octane(tetrafluoroboric acid) salt as additives, reacting in 1,2-dichloroethane for 3 hours at the temperature of 140 DEG C, and obtaining a target product. The method is fast and simple, the reaction is novel, the N-substituted-2-methylmercapto-benzamide is taken as the raw material to further efficiently construct target benzo-1,3-oxysulfureux heterocyclohexadiene-4-ylidene amine, and the product can be simply subjected to acid treatment or reduction to obtain an active 1,3-oxysulfureux heterocyclohexadiene-4-ketone or 1,3-oxysulfureux heterocyclohexadiene-4-amine derivative, has a potential industrial value, and is worthy of popularization and application.

Description

technical field [0001] The invention belongs to the field of fine chemicals and relates to a method for preparing benzo-1,3-oxathione-4-ylidene amine. Background technique [0002] Benzo-1,3-oxathione-4-ylidene amine derivatives are an important class of organic synthesis intermediates, which can be used to prepare 1,3 -Oxathione-4-one, the corresponding 1,3-oxathione-4-amine derivatives can also be prepared by reduction with a reducing agent such as sodium borohydride. [0003] [0004] There is no relevant literature to report the synthetic method of this kind of derivatives at present, therefore, to explore the novel and concise, easy to operate and high-efficiency benzo-1,3-oxathione-4-ylidene amine derivatives The synthetic route has important research and application value. Contents of the invention [0005] The object of the present invention is to provide a novel, concise, easy-to-operate and high-efficiency synthesis method of benzo-1,3-oxathione-4-ylidene am...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D327/06
CPCC07D327/06
Inventor 杨科马志艳李正义孙小强
Owner CHANGZHOU UNIV
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