SYNTHESIS OF SUBSTITUTED 2,1-BENZISOTHIAZOLES

被引:29
作者
DAVIS, M
WHITE, AW
机构
[1] Department of Chemistry, La Trobe University, Bundoora
关键词
D O I
10.1021/jo01262a041
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2,1-Benzisothiazole (3) and nine substituted 2,1-benzisothiazoles have been synthesized by the reaction of thionylchloride with an appropriately substituted 2-aminotoluene (o-toluidine) in ylene at reflux temperature. Yields ashigh as 80% may be obtained. Liquid benzisothiazoles are conveniently isolated as picrate salts. The mechanism of formation of 3 is discussed and an intermediate benzylidenesulfinyl compound(8) is postulated. Nmr and uv data arepresented. © 1969, American Chemical Society. All rights reserved.
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页码:2985 / &
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