Synthesis of analogs of 5(4)-aminoimidazole-4(5)-carboxamide and purines - IV. Synthesis of 5(4)-mercaptoimidazole-4(5)-carboxylic acid derivatives / Ofitserov V.I., Mokrushin V.S., Nifontov V.I., Pushkareva Z.V., Nikiforova N.V., Lych L.N. // Chemistry of Heterocyclic Compounds. - 1975. - V. 11, l. 11. - P. 1318-1321.

ISSN:
00093122
Type:
Article
Abstract:
The corresponding 5(4)-mercaptoimidazoles, from which various 5(4)-mercaptoimidazole-4(5)-carboxylic acid derivatives were synthesized, were obtained from the amide and ethyl ester of 5-diazoimidazole-4-carboxylic acid by substitution of the diazo group. 5-Diazo-imidazole-4-hydroxamic acid does not undergo substitution with sodium disulfide but does undergo cyclization to 3-N-hydroxyimidazo[4,5-d]-1,2,3-triazin-4-one under these conditions. The kinetics of the cyclization of diazoimidazoles were studied, and the interrelationship between the structure and reactivity of the latter was examined. © 1976 Plenum Publishing Corporation.
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DOI:
10.1007/BF00474464
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Affiliations S. M. Kirov Ural Polytechnic Institute, Sverdlovsk, Russian Federation
References Z. V. Pushkareva, V. I. Ofitserov, V. S. Mokrushin, and K. V. Aglitskaya, Khim. Geterotsikl. Soedin., 1141 (1975); Pozharskii, A.F., Garnovskii, A.D., Simonov, A.M., (1966) Usp. Khim., 35, p. 261; Erickson, I.G., (1956) The Chemistry of Heterocyclic Compounds, 10, p. 7; Shealy, Y.F., Struck, R.F., Holum, L.B., Montgomery, I.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; V. I. Ofitserov, V. I. Nifontov, V. S. Mokrushin, Z. V. Pushkareva, and E. A. Shtokareva, USSR Author's Certificate No. 437764 (1972); Byul Izobr., 28 (1974); Krauth, C.A., Shealy, Y.F., O'Dell, C.A., (1972) Chem. Abstr., 76, p. 14088; V. S. Mokrushin, V. I. Nifontov, Z. V. Pushkareva, and V. I. Ofitserov, Khim. Geterotsikl. Soedin., 1421 (1971)
Correspondence Address Ofitserov, V.I.; S. M. Kirov Ural Polytechnic Institute, Sverdlovsk, Russian Federation
Publisher Kluwer Academic Publishers-Plenum Publishers
CODEN CHCCA
Language of Original Document English
Abbreviated Source Title Chem Heterocycl Compd
Source Scopus