HETEROCYCLIC SYNTHESIS WITH 3-CYANO-2(1H)PYRIDINETHIONE - SYNTHESIS OF 3-OXO-2,3-DIHYDROISOTHIAZOLO[5,4-B]PYRIDINE AND RELATED-COMPOUNDS

被引：8

作者：

DEEB, A

ESSAWY, A

ELGENDY, AM

SHABAN, A

机构：

[1] Department of Chemistry Faculty of Science, Zagazig University, Zagazig

来源：

MONATSHEFTE FUR CHEMIE | 1990年 / 121卷 / 04期

关键词：

2-Amino-4,6-diphenylethyl nicotinate; 3-Cyano-4,6-diphenyl-2-mercaptopyridine;

D O I：

10.1007/BF00808929

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

3-Carbethoxy-4,6-diphenyl-2-pyrridine sulfonamide (5), can be cyclized to 3-oxo-2,3-dihydro-4,6-diphenylisothiazolo[5,4-b]pyridine-1,1-dioxide (2). Oxidation of pyridinethione 6 with Cl2/H2O gave the sulfonyl chloride derivative 7, which can be ammonolyzed to 3-amino-4,6-diphenylisothiazolo[5,4-b]pyridine-1,1-dioxide (8), and 3-cyano-4,6-diphenylpyridine-2-sulfonamide (9). Hydrolysis of 6 gave 3-carboxamido-2(1 H)pyridinethione (12) which can be oxidized with iodine to 3-oxo-4,6-diphenyl-2,3-dihydroisothiazolo[5,4-b]pyridine (13). 3-Methyl-4,6-diphenylisothiazolo[5,4-b]pyridine-1,1-dioxide (17) was also prepared from 6. © 1990 Springer-Verlag.

引用

页码：281 / 287

页数：7