Synthesis method of benzothiazolone compound

Abstract

The invention discloses a novel economical, mild, simple and efficient method for preparing a benzothiazolone compound. According to the method, o-iodoaniline, elemental sulfur and DMF are adopted as raw materials, the benzothiazolone compound is efficiently prepared under an economical and cheap copper catalysis system, a target product yield as high as 90% can be obtained within 3-hour reaction time only, and the synthesis strategy is compatible with wide-range functional groups.

Description

technical field [0001] The application belongs to the technical field of organic synthesis methodology, and in particular relates to a synthesis method of benzothiazolone compounds. Background technique [0002] The benzothiazolone skeleton structure is commonly found in various biologically active molecules such as drugs, insecticides and pesticides, and has great potential application prospects. The skeleton structure of benzothiazolone is the basic structural motif of many drugs, which has significant biological and medical applications. Antipsychotic drugs (for the preparation and use of benzothiazolone, you can refer to the following documents J.Med.Chem.1991,34,3316-3328; Am.J.Psychiatry 2003,160,741-748; Am.J.Psychiatry2006, 163, 611-622; J.Med.Chem., 1998, 41, 2010; J.Med.Chem., 2003, 46, 3210; J.Chem.Soc., 1930, 125. Tetrahedron Lett., 2011, 52, 4330 ; ACS Catal., 2013, 3, 2076. ACS Catal., 2013, 3, 2076; Org. Lett. 2016, 18, 2777-2779). Conventional benzothiazol...

AI Technical Summary

Problems solved by technology

However, this method still needs to use a large amount of catalyst / alkali, the reaction time is up to 18 hours, the reaction cost is high and the reaction efficiency is low, and the highest yield of 87% still needs to be further improved

Images