PYRIMIDINE-DERIVATIVES .10. SYNTHESIS OF NEW TRICYCLIC HETEROCOMPOUNDS POSSESSING A PYRIMIDINE RING - 8,1,3,10-THIATRIAZATRICYCLO[4.3.0.06,10]-DODECANES AND 8,1,3,10-THIATRIAZATRICYCLO[4.4.0.06,10]TRIDECANES

Authors
KINOSHITA T WATANABE Y TAKAISHI Y OKUNAKA T NAKAO S FURUKAWA S
Citation
T. Kinoshita et al., PYRIMIDINE-DERIVATIVES .10. SYNTHESIS OF NEW TRICYCLIC HETEROCOMPOUNDS POSSESSING A PYRIMIDINE RING - 8,1,3,10-THIATRIAZATRICYCLO[4.3.0.06,10]-DODECANES AND 8,1,3,10-THIATRIAZATRICYCLO[4.4.0.06,10]TRIDECANES, Chemical and Pharmaceutical Bulletin, 41(9), 1993, pp. 1485-1490
Citations number
13
Categorie Soggetti
Pharmacology & Pharmacy",Chemistry
Journal title
Chemical and Pharmaceutical Bulletin → ACNP
ISSN journal
00092363
Volume
41
Issue
9
Year of publication
1993
Pages
1485 - 1490
Database
ISI
SICI code
0009-2363(1993)41:9<1485:P.SONT>2.0.ZU;2-H
Abstract
Several new tricyclic hetero compounds possessing a pyrimidine ring we re formed by reaction of 5-bromo- (and 5-nitro)-1-(2-bromoethyl, 3-bro mopropyl, and 6-bromomethyl-3-methyl-2,4(1H,3H)-pyrimidinediones (1a-c and 7a, b) with thiourea derivatives: namely, 5-bromo-(and 5-nitro)-9 -imino-3-methyl-(and 3,11 imethyl)-2,4-dioxo-8,1,3,10-thiatriazatricyc lo[4.3 .0.0(6,10)]dodecanes (2a-4a, 2c, and 8a-10a) and 5-bromo-(and 1 ,3,10-thiatriazatricyclo[4.4.0.0(6,10)]tridecanes (2b-4b and 8b-10b). A new ring transformation reaction was found: compound 8b was converte d to 8-thiatriazatricyclo-[4.4.0.1(5,8)]dodec-5(12)-ene (11) by reacti on with acetic anhydride.