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A kind of method for preparing catethiol

A technology of ortho-catethiol and ortho-dithiol, which is applied in the field of medicinal chemistry, can solve the problems of complex operation, research, and high cost of raw materials, and achieve the effects of mild reaction conditions, wide application prospects, and high product yield

Active Publication Date: 2016-08-24
JIAXING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Although the structure of catethiol is simple, its synthesis method is not easy
A variety of methods for the production of catethiol reported at present, or high raw material costs, complex operations, or many by-products, low yield, these shortcomings hinder further research on the production process, making its industrial applicability limited A large degree of restrictions has led to the high price of catethiol on the market

Method used

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  • A kind of method for preparing catethiol
  • A kind of method for preparing catethiol
  • A kind of method for preparing catethiol

Examples

Experimental program
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Effect test

example 1

[0022] Under the protection of argon, 40 mL of freshly dried diethyl ether and 1.15 g of metallic sodium (50 mmol) were added to a 100 mL reaction flask with a branched opening. While stirring, 4.07 mL of ethanethiol (55 mmol) was added dropwise to the reaction solution, and the reaction was stirred at room temperature for 4 hours until the metallic sodium completely disappeared and a large amount of white turbidity was generated. Then ether and a small part of excess ethanethiol were removed under reduced pressure, and the obtained white powder was sodium ethanethiolate (yield: 3.88 g, yield: 92.4%), which was directly used in the next reaction.

example 2

[0024] Under the protection of argon, 40 mL of freshly dried diethyl ether and 1.15 g of metallic sodium (50 mmol) were added to a 100 mL reaction flask with a branched opening. While stirring, 7.4 mL of ethanethiol (100 mmol) was added dropwise to the reaction solution, and the reaction was stirred at room temperature for 4 hours until the metallic sodium completely disappeared and a large amount of white turbidity was generated. Then ether and a small part of excess ethanethiol were removed under reduced pressure, and the obtained white powder was sodium ethanethiolate (yield: 4.07 g, yield: 96.9%), which was directly used in the next reaction.

example 3

[0026] Under the protection of argon, 40 mL of freshly dried diethyl ether and 1.15 g of metallic sodium (50 mmol) were added to a 100 mL reaction flask with a branched opening. 11.1 mL of ethanethiol (150 mmol) was added dropwise to the reaction solution under stirring, and the reaction was stirred at room temperature for 3 hours until the metallic sodium completely disappeared and a large amount of white turbidity was generated. Then ether and a small part of excess ethanethiol were removed under reduced pressure, and the obtained white powder was sodium ethanethiolate (yield: 4.18 g, yield: 99.5%), which was directly used in the next reaction.

[0027] (2) The following will combine image 3 and Figure 4 Describe in detail the steps of preparing 1,2-diethylthiobenzene from the sodium ethanethiolate prepared in step (1).

[0028] 1. Prepare 1,2-diethylthiobenzene with o-dichlorobenzene as raw material (see image 3 )

[0029] Example 1:

[0030] Weigh 1.68g (20mmol) of...

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Abstract

The invention provides a method for preparing benzene-1,2-dithiol. The method includes the steps that metal sodium, ethyl mercaptan and 1,2-dichlorobenzene serve as starting raw materials, two halogen atoms of the 1,2-dichlorobenzene are completely substituted in polar solvents N,N-dimethyl formamide by controlling the molecular proportion of the reactants through the high nucleophilic substitution capacity of sodium thioethylate, 1,2-2 ethyl petrol phenyl sulfide is obtained with the high yield, then sulphur atom deprotection is carried out under the reducing action of the metal sodium and naphthalene, and the target product benzene-1,2-dithiol is produced in an almost-quantitative mode after acidizing is carried out through hydrochloric acid. The preparing method is simple, convenient to operate, low in price and high in yield, and has the broad application prospects in the fine chemical engineering and the pharmaceutical industry.

Description

technical field [0001] The invention relates to the technical field of medicinal chemistry, in particular to a method for preparing catethiol. Background technique [0002] Catethiol is a widely used chemical intermediate, which has important applications in pharmaceutical and chemical production. For example, catethiol can be used in the synthesis of anti-coronary heart disease, anti-angina pectoris, anti-digestive system adverse symptoms and other drugs, and can also be used in various functional dyes and engineering plastics, rubber additives, color developers, chelating phenolic resins, etc. synthesis research. At the same time, as a class of organic ligands with good coordination properties, they also play an important role in the construction and development of functional complexes. Although the structure of catethiol is simple, its synthesis method is not easy. A variety of methods for the production of catethiol reported at present, or high raw material costs, com...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C321/26C07C319/06
Inventor 钟伟刘小明
Owner JIAXING UNIV
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