Abstract
A series ofΒ-(S-acetylmercapto)ethylamides ofα-amino acids andα,Β-unsaturated acids and bis[Β-(S-acetylmercapto)ethyl]amides of dicarboxylic acids were obtained by cleavage of N-acylethyleneimines with thioacetic acid. The reaction of ethyleneimides of N-acylamino acids with hydrogen sulfide leads to the correspondingΒ-(N-acylamino)ethylmercaptans. Bis (ethyleneimides) of azelaic and sebacic acids react with hydrogen sulfide to form cyclic sulfides along with the corresponding bis[(Β-mercaptoethyl)amides].
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
P. A. Gembitskii, D. S. Zhuk, and V. A. Kargin, Chemistry of Ethyleneimine [in Russian], Nauka, Moscow (1966).
A. A. Yamontaite, G. K. Krasil'nikova, K. I. Karpavichyus, and O. V. Kil'disheva, Izv. Akad. Nauk SSSR, Ser. Khim., 1856 (1969).
O. V. Kil'disheva, G. K. Krasil'nikova, K. I. Karpavichyus, L. P. Parshina, and L. I. Matskyavichyus, USSR Author's Certificate No. 278,680; Byul. Izobr., No. 26, 22 (1970).
C. W. Woods, A. B. Bočkovec, and F. M. Hart, J. Med. Chem.,7, 371 (1964).
M. Semonskej and A. černej, Chem. Listy,47, 281 (1953).
D. Fleš and A. Markovač-Pripič, Arh. Kem.,27, 211 (1955).
D. T. McAllan, T. V. Cullum, R. A. Dean, and F. A. Fidler, J. Amer. Chem. Soc,73, 3627 (1951).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4. pp. 510–514, April. 1974.
Rights and permissions
About this article
Cite this article
Yamontaite, A.A., Krasil'nikova, G.K. & Kil'disheva, O.V. Reactions of N-acylated ethyleneimines with thioacetic acid and hydrogen sulfide. Chem Heterocycl Compd 10, 443–446 (1974). https://doi.org/10.1007/BF00945636
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00945636