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Reactions of 1,2‐dihydro‐4 H ‐3,1‐benzothiazine‐2,4‐dithiones (trithioisatoic anhydrides) with N ‐substituted benzylamines and trialkyl phosphites
Author(s) -
Takahashi Masahiko,
Gunji Tomoko,
Ichikawa Akiko
Publication year - 2002
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570390527
Subject(s) - chemistry , benzothiazine , amine gas treating , medicinal chemistry , solvent , organic chemistry
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 .