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Communication | Regular issue | Vol 16, No. 4, 1981, pp.525-528
Published online, 1st January, 1970
DOI: 10.3987/R-1981-04-0525
Preparation of 2S-Dioxo Isosters of N-Methylated Isoguanines

Pilar Goya, Carmen Ochoa, and Manfred Stud*

*Instituto de Química Médica, C. S. I. C., Calle Juan de la Cierva 3, E-28006 Madrid, Spain


Preparation of 7-amino-3,6-dimethylimidazo[2,3-c]-1,2,6-thiadiazine 5,5-dioxide which involves formylation of the corresponding furazano[3,4-c]thiadiazine derivative, reductive cleavage of the furazan moiety and subsequent cyclization to the imidazole ring is described. For the synthesis of 1-methyl- and 3-methyl-7-amino-4H-imidazo[2,3-c]-1,2,6-thiadiazine 5,5-dioxide, the corresponding 4-benzyl-imidazo[2,3-c]thiadiazine was prepared and methylated to give a mixture of the 4-benzyl-1-methyl and 4-benzyl-3-methyl isomers which were finally debenzylated by catalytic hydrogenation. The structures of the newly synthesized compounds are discussed on the basis of their spectroscopic data.