Preparation method of thiazole derivative

A technology for thiazoles and products, which is applied in the field of new preparation of pharmaceutical intermediates, and can solve problems such as difficult synthesis

Inactive Publication Date: 2018-03-09
湖南华腾制药有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The synthesis of (4-(7-chloro-2,3-dihydrobenzo[b][1,4]dioxan-6-yl)thiazol-2-yl)methanol is difficult at present

Method used

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  • Preparation method of thiazole derivative
  • Preparation method of thiazole derivative
  • Preparation method of thiazole derivative

Examples

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Embodiment 1

[0023] (1) Synthesis of 6-chloro-2,3-dihydrobenzo[b][1,4]dioxine

[0024] Add 30g of 4-chlorocatechol to 400ml of N,N-dimethylformamide, add 21g of anhydrous potassium carbonate, then add 35g of 1,2-dibromoethane, heat under reflux and stir for 15 hours, then cool to room temperature , concentrated to remove most of N,N-dimethylformamide, added water and ethyl acetate, extracted, separated, dried, concentrated, and the residue was separated on a column to obtain 38g of 6-chloro-2,3-dihydrobenzo [b][1,4]dioxine.

[0025] (2) Synthesis of 2-bromo-1-(7-chloro-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)ethane

[0026] Add 38g of 6-chloro-2,3-dihydrobenzo[b][1,4]dioxine into 500ml of dichloromethane, add 60g of bromoacetyl bromide, heat and reflux for 4 hours, and cool to At room temperature, add water again, extract and separate, collect the organic phase, separate, dry, concentrate, and separate the residue on a silica gel column to obtain 42g of 2-bromo-1-(7-chloro-2,3-dihydrobenzo[b...

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Abstract

The invention discloses a preparation method of a thiazole derivative which is (4-(7-chlorine-2,3-dihydrobenzo[b][1,4]dioxane-6-yl)thiazole-2-yl)methanol. The method is characterized by taking 4-chlorocatechol as a starting raw material, carrying out cyclization, Friedel-Crafts reaction, cyclization, deacetalization protection and reduction to obtain the target product. The compound is used as animportant medical intermediate.

Description

technical field [0001] The present invention relates to a novel preparation method of a pharmaceutical intermediate, in particular to a (4-(7-chloro-2,3-dihydrobenzo[b][1,4]dioxan-6-yl)thiazole -2-yl) a kind of preparation method of the preparation method of methanol. technical background [0002] Compound (4-(7-chloro-2,3-dihydrobenzo[b][1,4]dioxan-6-yl)thiazol-2-yl)methanol, the structural formula is: [0003] [0004] This compound (4-(7-chloro-2,3-dihydrobenzo[b][1,4]dioxan-6-yl)thiazol-2-yl)methanol and related derivatives are used in medicinal chemistry and Widely used in organic synthesis. The synthesis of (4-(7-chloro-2,3-dihydrobenzo[b][1,4]dioxan-6-yl)thiazol-2-yl)methanol is difficult at present. Therefore, it is necessary to develop a synthetic method with easy-to-obtain raw materials, convenient operation, easy-to-control reaction and suitable overall yield. Contents of the invention [0005] The invention discloses a method for preparing (4-(7-chloro-2...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D417/04
CPCC07D417/04
Inventor 不公告发明人
Owner 湖南华腾制药有限公司
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