INTERACTION OF 7-CHLORO-9-METHYLTHIO-3-PHENYLPYRIMIDO[5,4-<i>f</i>][1,2,4]TRIAZOLO[3,4-<i.b</i>][1,3,4]THIADIAZEPINE WITH SOME NUCLEOPHILES

Abstract

The reactions of 7-chloro-9-methylthio-3-phenylpyrimido[5,4-f][1,2,4]triazolo[3,4-b][1,3,4]-thiadiazepine (1) with some nucleophiles have been studied. Substitution of the chlorine atom with hydrogen occurs with ammonia in DMSO to give 9-methylthio-3-phenylpyrimido[5,4-f][1,2,4]-triazolo[3,4-b][1,3,4]thiadiazepin-7(8H)-one. With a methanolic solution of ammonia the 7-methoxy derivative is formed. Reaction of compound 1 with an excess of sodium methoxide in methanol gave 6,7-dimethoxy-9-methylthio-3-phenyl-5,6-dihydropyrimido[5,4-f][1,2,4]triazolo[3,4-b][1,3,4]thia-diazepine. The corresponding 7-substituted derivatives were obtained when compound 1 was heated with morpholine or 2-(dimethylamino)ethylamine. The azomethine bond of the thiadiazepine ring is reduced by sodium borohydride to give the corresponding 5,6-dihydro derivatives.

How to Cite
KBrukstus, A.; Susvilo, I.; Tumkevicius, S. Chem. Heterocycl. Compd. 2003, 39, 1079. [Khim. Geterotsikl. Soedin. 2003, 1234.]

For this article in the English edition, see DOI 10.1023/B:COHC.0000003528.86697.4c