NOVEL HETEROCYCLES .4. SYNTHESIS OF THE PYRIDO[2,3-C]-1,2-THIAZINE RING-SYSTEM

被引：9

作者：

COPPOLA, GM

HARDTMANN, GE

机构：

[1] Department of Medicinal Chemistry, Pharmaceutical Division, Sandoz, Inc, East Hanover, New Jersey, 07936

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1979年 / 16卷 / 07期

关键词：

D O I：

10.1002/jhet.5570160714

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of 2‐chloronicotinonitrile with N‐methylmethanesulfonamide and subsequent treatment with base furnished the novel pyrido[2,3‐c]‐1,2‐thiazine ring system 7. Spectrally, it was determined that the predominant tautomer in solution was the 4‐amino form 7a. Acidic hydrolysis of 7 furnished the 4‐oxo tautomer 8b, compound 8b was alkylated on oxygen with 1‐bromopentane in the presence of sodium hydride. Reaction of 8b with isocyanates occurs at the 3 position to produce carboxanilides 10. Spectral characteristics of these compounds are also discussed. Copyright © 1979 Journal of Heterocyclic Chemistry

引用

页码：1361 / 1363

页数：3

共 5 条

[1] FUSED INDOLES .1. SYNTHESIS OF 1,9-DIHYDROTHIAZINO[3,4-B]INDOLE RING-SYSTEM [J].