STUDY OF THIAZOLO[4,5-D]PYRIMIDINES - THE SYNTHESIS OF THIAZOLO[4,5-D]PYRIMIDINE-2,7-DIONES AND NOVEL RING-OPENING TO 2,4-THIAZOLIDINEDIONE

Authors
NAGAHARA K SEKINE M TAKADA A COTTAM HB ROBINS RK
Citation
K. Nagahara et al., STUDY OF THIAZOLO[4,5-D]PYRIMIDINES - THE SYNTHESIS OF THIAZOLO[4,5-D]PYRIMIDINE-2,7-DIONES AND NOVEL RING-OPENING TO 2,4-THIAZOLIDINEDIONE, Heterocycles, 36(5), 1993, pp. 923-927
Citations number
3
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
36
Issue
5
Year of publication
1993
Pages
923 - 927
Database
ISI
SICI code
0385-5414(1993)36:5<923:SOT-TS>2.0.ZU;2-H
Abstract
Treatment of xo-3-phenylthiazolo[4,5-d]-pyrimidine-2(6H)-thione (1) wi th dimethyl sulfate afforded methyl-3-phenylthiazolo[4,5-d]pyrimidine- 2,7-dione (2), 3-phenylthiazolo[4,5-d]pyrimidine-2,7(6H)-dione (3) and /or 5-N-methylcarbamoyl-3-phenyl-2,4-thiazolidinedione (5), depending on reaction conditions. Furthermore, reaction of 3 with dimethyl sulfa te caused the ring opening to give corresponding 5. Also, treatment of 5 with phosphorus oxychloride gave o-2-oxo-3-phenylthiazolidine-5-N-m ethylcarboxamide (6).