Abstract
4-(β,β-Dicarboethoxy-β-acetylamino) ethyl-7-aminobenzo-2,1, 3-thiadiazole (IV) and ethylene oxide form mainly the 7-(β-hydroxyethyl) amino derivative (V); the 7- di (β-hydroxyethyl) amino derivative VII was isolated in low yield. Action of POCl3 on compound VII gave the 7-di (β-chloroethyl) amino derivative VIII, which was converted into 4-(β-amino-β-carboxy)-ethyl-7 -di (β-chloroethyl) aminobenzo-2, 1, 3-thiadiazole (IX). 5-(β, β-dicarboethoxy-β-acetylamino) ethyl-4-nitrobenzo-2, 1, 3-thiadiazole (XI) was converted to 5-(β-carboxy-β-amino) ethyl-4-nitrobenzo-2, 1, 3-thiadiazole hydrochloride (XII), from which was prepared, by known routes, and in satisfactory yield, 5-(β-carboxy-β-amino) ethyl-4-di (β-chloroethyl)-aminobenzo-2, l, 3-thiadiazole hydrochloride (XVII).
Similar content being viewed by others
References
V. G. Pesin, S. A. D'yachenko, and A. M. Khaletskii, ZhOKh, 34, 3757, 1964.
V. N. Konyukhov, Z. V. Pushkareva, and F. I. Abezgaus, Med. prom., 10, 49, 1961.
N. N. Suvorov, A. L. Dudinskaya, and M. M. Morozovskaya, ZhOKh, 28, 1374, 1958.
Yu. Digutis and A. Iodelite, ZhOKh, 32, 567, 1962.
V. G. Pesin, I. G. Vitenberg, and A. M. Khaletskii, ZhOKh, 34, 1272, 1964.
H. W. Thompson and W. T. Cavs, Trans. Faraday Soc., 47, 951, 1951.
K. Nakanishi, Infra-Red Spectra and Structures of Organic Compounds [Russian translation], IL, Moscow, 1965.
V. G. Pesin and L A. Belen'kaya, KhGS [Chemistry of Heterocyclic Compounds], 313, 1966.
Author information
Authors and Affiliations
Additional information
For Part XXXIX see [8].
Rights and permissions
About this article
Cite this article
Pesin, V.G., D'yachenko, S.A. Researches on 2, l, 3-thia- and selenadiazole. Chem Heterocycl Compd 2, 276–279 (1967). https://doi.org/10.1007/BF00742366
Issue Date:
DOI: https://doi.org/10.1007/BF00742366