Abstract
Cyclization of 5-diazoimidazole-4-thioamide and -4-methylthioamide gives derivatives of a new heterocyclic system — imidazo[4,5-e]-2,3,4-thiadiazine — which are readily recyclized to 2-azapurines. 4-Methylthioimidazo[4,5-d]-1,2,3-triazine was synthesized, and its reactions with amines and hydrazines were studied.
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V. I. Nifontov, V. S. Mokrushin, Z. V. Pushkareva, and A. A. Mukhina, Khim. Geterotsikl. Soedin., 94 (1973).
D. W. Woolley and E. Shaw, J. Biol. Chem., 189, 401 (1951).
Y. F. Shealy, R. F. Struck, L. B. Holum, and J. A. Montgomery, J. Org. Chem., 26, 2396 (1961).
G. H. Hitchings and G. B. Elion, US Patent No. 2765228 (1956); Chem. Abstr., 51, 2887 (1957).
S. Yamazaki, T. Meguro, and I. Kumashiro, Japanese Patent No. 6723428 (1967); Chem. Abstr., 69, 36,126 (1968).
L. P. Kulev and R. N. Gireva, Zh. Prikl. Khim., 30, 811 (1957).
E. W. Parnall, J. Chem. Soc., 4930 (1961).
M. A. Stevens, H. W. Smith and G. B. Brown, J. Amer. Chem. Soc., 82, 3189 (1960).
E. Shaw and D. W. Woolley, J. Biol. Chem., 181, 89 (1949).
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Communication III from the series “Synthesis of Analogs of 5(4)-Aminoimidazole-4(5)-carboxamide and Purines.” See [1] for communication II.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1141–1145, August, 1975.
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Pushkareva, Z.V., Ofitserov, V.I., Mokrushin, V.S. et al. Cyclization of 5-diazoimidazole-4-thioamide. Chem Heterocycl Compd 11, 995–998 (1975). https://doi.org/10.1007/BF00470508
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DOI: https://doi.org/10.1007/BF00470508