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Method for preparing nimesulide intermediate 2-phenoxymethanesulphonylaniline

A technology of phenoxymethane and sulfonanilide, which is applied in the field of preparation of non-steroidal anti-inflammatory drug nimesulide, can solve problems such as polluted air, foul smell of pyridine, and long preparation time, so as to save reaction time, Shorten the reaction steps and avoid the effect of recrystallization

Inactive Publication Date: 2008-09-10
天津药物研究院药业有限责任公司
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Problems solved by technology

This method has long preparation time, many reaction steps, high cost, and pyridine has a foul smell, pollutes the air, and cannot meet the requirements of industrialized large-scale production, so it is necessary to improve this method

Method used

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  • Method for preparing nimesulide intermediate 2-phenoxymethanesulphonylaniline
  • Method for preparing nimesulide intermediate 2-phenoxymethanesulphonylaniline

Examples

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Embodiment Construction

[0011] The present invention will be further described below in conjunction with embodiment, but does not limit the present invention.

[0012] Example 1. Add 1.6L of ethyl acetate solution containing 1685 grams of o-aminodiphenyl ether to a three-neck flask equipped with mechanical stirring and a drying tube of 5 L. Add 1029 grams of methanesulfonyl chloride dropwise at 88 ° C. The addition is completed in one hour. Continue Respond for an hour. The mixture was poured into ice water, stirred continuously, filtered and dried to obtain 2-phenoxymethanesulfonanilide. The HPLC content was 93.1%, and the yield was 91%.

[0013] Example 2. Add 1.6L of ethyl acetate solution containing 1685 grams of o-aminodiphenyl ether to a three-neck flask equipped with mechanical stirring and a drying tube of 5L, add 1029 grams of methanesulfonyl chloride dropwise at 82°C, add it in one hour, continue Respond for an hour. The mixture was poured into ice water, stirred continuously, filtered a...

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Abstract

The invention discloses a preparation method for nimesulide intermediate 2-phenoxyl methanesulfonamide. O-aminodiphenylether (I) is added into a reactor provided with a drying device and a condensing device, organic menstruum is added to heat, methane sulfonyl chloride is constantly added within one hour to react, the mixture is cooled, filtered and dried to obtain 2- phenoxyl methanesulfonyl chloride (II).

Description

technical field [0001] The invention relates to a preparation method of a non-steroidal anti-inflammatory drug nimesulide, more specifically a preparation method of a nimesulide intermediate 2-phenoxymethanesulfonanilide. Background technique [0002] Nimesulide is a new type of non-steroidal anti-inflammatory drug with antipyretic and analgesic activity. The preparation method of compound (II) disclosed by U.S. Patent (U.S.3856859) is that methanesulfonyl chloride is added to the pyridine solution of o-aminodiphenyl ether within three hours, and then poured into 6L ice and 3L concentrated hydrochloric acid mixed solution , filtered, and the crude product 2-phenoxymethanesulfonanilide washed with 100% hydrochloric acid was recrystallized from a mixture of ethanol and water. This method has long preparation time, many reaction steps, high cost, and pyridine has a foul smell, pollutes the air, and cannot meet the requirements of industrialized large-scale production. Therefor...

Claims

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Application Information

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IPC IPC(8): C07C303/38C07C311/08
Inventor 黄汉中
Owner 天津药物研究院药业有限责任公司
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