Heterocyclization of compounds containing diazo and cyano groups. 2. Synthesis and recyclization of 4-substituted 5-amino-1,2,3-thiadiazoles / Shafran Yu.M., Bakulev B.A., Mokrushin V.S., Validuda G.I. // Chemistry of Heterocyclic Compounds. - 1986. - V. 22, l. 5. - P. 567-571.

ISSN:
00093122
Type:
Article
Abstract:
The reaction of carbonyl derivatives of diazoacetonitrile with hydrogen sulfide in the presence of triethylamine yields 4-substituted 5-amino-1,2,3-triadiazoles. Under analogous conditions, hydrogen selenide and ethyl mercaptan reduce the starting diazo compounds to hydrazones. Thiadiazoles are recyclized to 4-substituted 5-mercapto-1,2,3-triazoles by the action of bases. © 1986 Plenum Publishing Corporation.
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DOI:
10.1007/BF00519542
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Affiliations S. M. Kirov Urals Polytechnical Institute, Sverdlovsk, Russian Federation
References Shafran, Bakulyaev, V.A., Mokrushin, V.S., Alekseev, S.G., (1984) Khim. Geterotsikl. Soedin., 9, p. 1266; Volpp, G.P., Dounchis, H., (1973) Chem. Abstr., 79, p. 5345; Schultz, H., Arndt, F., (1974) Chem. Abstr., 80, p. 14931; N. V. Konstantinova, USSR Inventor's Certificate No. 956,476; Byul. Izobr., No. 33 (1982); Nakai, M., Harada, K., Mori, Y., (1981) Chem. Abstr., 95, p. 62231; Norton, P.P., Shyam, S., (1975) J. Heterocycl. Chem., 12, p. 1191; Goerdeler, J., Gnad, G., Über 5-Amino-1.2.3-thiadiazole (1966) Chemische Berichte, 99, p. 1618; Huisgen, R., (1981) Khim. Geterotsikl. Soedin., 5, p. 579; Yu. M. Shafran, V. A. Bakulev, V. S. Mokrushin, and P. N. Kondrat'ev, USSR Inventor's Certificate No. 1,055,741; Byul. Izobr., No. 43 (1983); Regitz, M., Liedhegener, A., (1967) Ann., 710, p. 118
Correspondence Address Shafran, Yu.M.; S. M. Kirov Urals Polytechnical 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