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Method for producing sulf-5 position substituted tetrazole

A production method and tetrazole technology, applied in the field of nitrogen-containing heterocyclic compounds and their preparation, can solve the problems of complex process, difficult operation, low yield, etc.

Inactive Publication Date: 2005-01-12
NANTONG HUAFENG CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] The existing sulfur-containing 5-position substituted tetrazole production process is complex, difficult to operate, and low in yield

Method used

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  • Method for producing sulf-5 position substituted tetrazole
  • Method for producing sulf-5 position substituted tetrazole

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] ① Mix potassium thiocyanate with acetone (or methanol, ethanol), quaternary ammonium salt - benzyl triethyl ammonium chloride (or benzyl triethyl ammonium bromide, hexadecyl trimethyl ammonium bromide) Add dropwise benzyl chloride under reflux stirring, react 5~10 hours (example 5,8,10 hours), the consumption ratio of above-mentioned substance is by weight: potassium thiocyanate: acetone: benzyl chloride: quaternary ammonium salt= 1: 0.2~0.6: 0.5~3: 0.01~0.03 (Example 1: 0.2: 1.5: 0.01, 1: 0.4: 3: 0.02, 1: 0.3: 0.5: 0.03), after the reaction, add the equivalent of thiocyanic acid Potassium 10~40 times (Example 10, 20, 30, 40 times) weight water, after stirring and stratifying, the oil layer is distilled under reduced pressure to obtain benzyl thiocyanate.

[0018] ②Mix and stir hydrochloric acid, water, and triethylamine, add sodium azide and benzyl thiocyanate obtained in the previous step, and add the catalyst quaternary ammonium salt——benzyltriethylammonium chloride ...

Embodiment 2

[0020] ① Sodium thiocyanate and methanol (or acetone, ethanol), quaternary ammonium salt - benzyl triethyl ammonium bromide (or benzyl triethyl ammonium chloride, hexadecyl trimethyl ammonium bromide) Add dropwise dimethyl sulfate under reflux stirring, react 5~10 hours (example 5,8,10 hours), the consumption ratio of above-mentioned substance is by weight: sodium thiocyanate: methyl alcohol: dimethyl sulfate: quaternary ammonium Salt = 1: 0.2~0.6: 0.5~3: 0.01~0.03 (Example 1: 0.2: 1.5: 0.01, 1: 0.4: 3: 0.02, 1: 0.3: 0.5: 0.03), after the reaction, add the equivalent sulfur Sodium cyanate 10 to 40 times (Example 10, 20, 30, 40 times) weight of water, after stirring and stratifying, the oil layer is distilled under reduced pressure to obtain methyl thiocyanate.

[0021] ② Mix and stir hydrochloric acid, water, and triethylamine, add sodium azide and methyl thiocyanate obtained in the previous step, and add a catalyst quaternary ammonium salt—benzyltriethylammonium bromide (or b...

Embodiment 3

[0023] ① Mix potassium thiocyanate with acetone (or methanol, ethanol), quaternary ammonium salt—hexadecyltrimethylammonium bromide (or benzyltriethylammonium bromide, benzyltriethylammonium chloride) Add diethyl sulfate dropwise under reflux stirring, react 5~10 hours (example 5,8,10 hours), the consumption ratio of above-mentioned substance is by weight: potassium thiocyanate: acetone: dimethyl sulfate: quaternary ammonium Salt = 1: 0.2~0.6: 0.5~3: 0.01~0.03 (Example 1: 0.2: 1.5: 0.01, 1: 0.4: 3: 0.02, 1: 0.3: 0.5: 0.03), after the reaction, add the equivalent sulfur Potassium cyanate 10 to 40 times (Example 10, 20, 30, 40 times) weight of water, after stirring and stratifying, the oil layer is distilled under reduced pressure to obtain ethyl thiocyanate.

[0024] ②Mix and stir hydrochloric acid, water, and triethylamine, add sodium azide and ethyl thiocyanate obtained in the previous step, and add the catalyst quaternary ammonium salt—hexadecyltrimethylammonium bromide (or ...

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Abstract

Metal sulfocyanate reacts with alkyl chloride or dialkyl sulfate, in the presence of quaternary ammonium salt to produce sulfocyanate. Salfocyanate is then reacted with sodium azide, in the presence of hydrochloride acid, water triethylamine and catalyst quaternary ammonium salt to produce sulfur-bearing and 5-position substituted terazole, the final products of this invention. This invention has advantages of: simple prodn. process, easy to operate, high product yield of 85-95%.

Description

Technical field: [0001] The invention relates to a nitrogen-containing heterocyclic compound and a preparation method thereof. Background technique: [0002] The existing sulfur-containing 5-position substituted tetrazole production process is complex, difficult to operate and low in yield. Invention content: [0003] The object of the present invention is to provide a kind of process simple, easy to operate, the production method of sulfur-containing 5-substituted tetrazole with high product yield. [0004] Technical solution of the present invention is: [0005] A method for producing sulfur-containing 5-substituted tetrazole, characterized in that it comprises the following steps in sequence: [0006] ①React metal thiocyanate with alkyl chloride or dialkyl sulfate under the condition of using quaternary ammonium salt as catalyst to generate thiocyanate; [0007] RCl or <chemistry num="002"> <chem file="200410014470_cml001.xml" / > < / chemistry> ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D257/04
Inventor 王德峰王炳才朱小飞
Owner NANTONG HUAFENG CHEM
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