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Preparation method of 2-amino-5-halogen phenol compounds

A technology for halogenated phenols and compounds is applied in the field of preparation of pharmaceutical intermediates, and can solve the problems of lack of large supply, high price and the like

Inactive Publication Date: 2017-03-15
BEIJING UNIV OF CHEM TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The 2-amine-5-halophenol compounds involved in the present invention do not have a large amount of supply in the market at present, only the supply of reagents, but the price is very expensive

Method used

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  • Preparation method of 2-amino-5-halogen phenol compounds
  • Preparation method of 2-amino-5-halogen phenol compounds
  • Preparation method of 2-amino-5-halogen phenol compounds

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Embodiment Construction

[0018] Through the following specific embodiments, the present invention is further explained and described in detail, so that those of ordinary skill in the art can understand the present invention more easily, but it should not be interpreted as that the scope of the subject matter described in the present invention is limited to the following examples and limitations on any or all rights in the invention. Without substantive changes in technical content, it should also be regarded as the scope of the present invention that can be implemented.

[0019] [A]; 2-Amino-5-bromophenol hydrochloride

[0020] Step (1): Preparation of N-(4-bromo)-α-phenylnitrone

[0021] Under nitrogen protection, in a 100mL three-necked round-bottom flask equipped with a magnetic stirring rotor, a thermometer, and a constant pressure dropper, sequentially add 4-bromonitrobenzene (5.05g, 0.025mol), methanol (25mL) and 15ml Benzaldehyde (2.92 g, 0.0275 mol) dissolved in methanol was stirred at room ...

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Abstract

The invention relates to a preparation method of 2-amino-5-halogen phenol compounds. The compounds are very important intermediates in fine chemistry. Due to the ortho-position special relation of a hydroxyl group in an amino group, the compounds are important raw materials for preparing heterocyclic compounds such as the benzoxazolone compound and the benzothiazolone compound which are intermediates with the important value in medical drugs. The 2-amino-5-halogen phenol compounds can serve as anti-cancer drugs such as hydroxamic acid anti-cancer drugs and intermediates of dye and have wide application in chemical engineering, soft matter, materials and the like. According to the method, nitrone is taken as a raw material and easily prepared from a halogen nitrobenzene compound; raw materials of the halogen nitrobenzene compound are low in cost and wide in source.

Description

technical field [0001] The present invention relates to a preparation method of a pharmaceutical intermediate, more specifically, the present invention relates to a preparation method of 2-amine-5-halogen phenol compounds. Background technique [0002] The intermediate 2-amine-5-halophenol compounds involved in the present invention have wide applications. These compounds are very important intermediates in fine chemistry. Since the hydroxyl group is in the ortho position of the amino group, these chemicals are important raw materials for the preparation of heterocyclic compounds. For example: benzoxazolone compounds and benzothiazolone compounds. These two classes of compounds are valuable intermediates for pharmaceutical products such as analgesics, hypnotics, antipyretics and especially for dyes such as azo dyes. Both classes of compounds are inherently biologically active. Very valuable in the pharmaceutical industry. 2-Amino-5-halophenol compounds can be used as in...

Claims

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Application Information

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IPC IPC(8): C07C213/00C07C215/76
CPCC07C213/00C07C251/48C07C215/76
Inventor 袁其朋邓炳华谢瑞张静范飞娟陈婧刘霞
Owner BEIJING UNIV OF CHEM TECH
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