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Reactions of 1,2-dihydro-4H-3,1-benzothiazine-2,4-dithiones (trithioisatoic anhydrides) with N-substituted benzylamines and trialkyl phosphites

✍ Scribed by Masahiko Takahashi; Tomoko Gunji; Akiko Ichikawa

Publisher
Journal of Heterocyclic Chemistry
Year
2002
Tongue
English
Weight
68 KB
Volume
39
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

Reactions of 1,2‐dihydro‐4__H__‐3,1‐benzothiazine‐2,4‐dithiones (trithioisatoic anhydrides) 3 with N‐substi‐tuted benzylamines 9 gave 1,2‐dihydroquinazoline‐4‐thiones 10, o‐thioureidodithiobenzoic acid 11, o‐aminothiobenzamides 12, 2‐amino‐3,1‐benzothiazine‐4‐thiones 13, or quinazoline‐2,4‐dithiones 14, depending on the kinds of amine and the reaction solvent. On the other hand, reaction of 3 with trialkyl phosphites afforded dialkyl (1,2‐dihydro‐2‐thioxo‐4__H__‐3,1‐benzothiazin‐4‐yl)phosphonates 18.

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