Synthesis of analogs of 5(4)-aminoimidazole-4(5)-carboxamide and purines. 9. peculiarities of the reaction of 5(4)-aminoimidazole-4(5)-carboxhydrazide with nitrous acid and of 5-diazoimidazole-4-carboxazide with amines / Mokrushin V.S., Selezneva I.S., Nifontov V.I., Pushkareva Z.V. // Chemistry of Heterocyclic Compounds. - 1980. - V. 16, l. 11. - P. 1171-1175.

ISSN:
00093122
Type:
Article
Abstract:
The reaction of 5(4)-aminoimidazole-4(5)-carboxhydrazide with nitrous acid was investigated. A mixture of four compounds, viz., 5-diazoimidazole-4-carboxazide, 5-diazoimidazole-4-carboxylic acid, 5(4)-aminoimidazole-4(5)-carboxazide, and 2-azahypoxanthine, is formed under all of the investigated conditions, 5(4)-Azidoimidazole-4(5)-carboxamide derivatives were obtained in the reaction of diazoimidazole-carboxazide with various amines in protic and aprotic solvents. 5-N-(Piperidyl)-azoimidazole-4-carboxazide was isolated only in the reaction with piperidine in an aqueous medium. © 1981 Plenum Publishing Corporation.
Author keywords:
Index keywords:
нет данных
DOI:
10.1007/BF00504117
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Affiliations S. M. Kirov Ural Polytechnic Institute, Sverdlovsk, 620002, Russian Federation
References Nifontov, V.I., Selezneva, I.S., Mokrushin, V.S., Pushkareva, Z.V., Trofimov, V.A., (1979) Khim. Geterotsikl. Soedin., 7, p. 984; Shealy, Y.F., Struck, R.F., Holun, L.B., Montgomery, J.A., Synthesis of Potential Anticancer Agents. XXIX. 5-Diazoimidazole-4-carboxamide and 5-Diazo-v-triazole-4-carboxamide1,2 (1961) The Journal of Organic Chemistry, 26, p. 2396; Shealy, Y.F., Syntheses and biological activity of 5-aminoimidazoles and 5-triazenoimidazoles (1970) Journal of Pharmaceutical Sciences, 59, p. 1533; Ofitserov, V.I., Pushkareva, Z.V., Mokrushin, V.S., Aglitskaya, K.V., (1973) Khim. Geterotsikl. Soedin., 9, p. 1292; Debeljak-Sustar, M., Stanovnik, V., Tishler, M., Zriek, Z., Heterocycles. 168. Neighboring group interaction in ortho-substituted aminopyridines. Pyridopyrimidines and related systems (1978) The Journal of Organic Chemistry, 43, p. 393; Heller, G., Siller, A., (1927) J. Prakt. Chem., 116, p. 9; Long, R.A., Gester, J.F., Townsend, L.B., Derivatives of the new ring system pyrazolo[4,3-d]-v-triazine and the synthesis of 5,7-disubstituted 3-methylpyrazolo[4,3-d] pyrimidines and 5,7-disubstituted 3-methylpyrazolo[4,3-d]pyrimidine 6-uxides which are structurally related to the nucleoside antibiotics formycin and formycin B (1970) Journal of Heterocyclic Chemistry, 7, p. 863; Shealy, Y.F., Krauth, C.A., Montgomery, J.A., Imidazoles. I. Coupling Reactions of 5-Diazoimidazole-4-carboxamide1,2 (1962) The Journal of Organic Chemistry, 27, p. 2150; Nifontov, V.I., Mokrushin, V.S., Pushkareva, Z.V., Mukhina, A.A., (1973) Khim. Geterotsikl. Soedin., 1, p. 94; Shealy, Y.F., O'Dell, (1974) J. Heterocycl. Chem., 10, p. 839
Correspondence Address Mokrushin, V.S.; S. M. Kirov Ural Polytechnic Institute, Sverdlovsk, 620002, Russian Federation
Publisher Kluwer Academic Publishers-Plenum Publishers
CODEN CHCCA
Language of Original Document English
Abbreviated Source Title Chem Heterocycl Compd
Source Scopus