Conclusions
-
1.
We accomplished both the heterolytic and the homolytic addition of N,N-dichloroarylsulfonamides to 1,1,3-trichloropropene.
-
2.
1-(p-Chlorobenzenesulfonyl)-2-trichloromethylaziridine and 1-(benzenesulfonyl)-2-trichloromethylaziridine were obtained in high yield by the dehydrochlorination of 1,1,1,3-tetrachloro-2-(N-pchlorobenzenesulfonamido)propane and 1,1,1,3-tetrachloro-2-(N-benzenesulfonamido)propane.
Literature cited
R. Kh. Freidlina, N. A. Rybakova, G. K. Semin, and E. A. Kravchenko, Dokl. Akad. Nauk SSSR,176, 532 (1967).
T. P. Seden and R. W. Turner, J. Chem. Soc., 876 (1968).
N. A. Rybakova, P. V. Petrovskii, P. O. Okulevich, and R. Kh. Freidlina, Izv. Akad. Nauk SSSR, Ser. Khim., 1577 (1970).
N. A. Rybakova and R. Kh. Freidlina, Izv. Akad. Nauk SSSR, Ser. Khim., 429 (1971).
T. Ohashi, M. Suqie, M. Okahara, and S. Komori, Tetrahedron,25, 5349 (1969).
N. A. Rybakova, V. I. Dostovalova, A. A. Slepushkina, V. I. Robas, and R. Kh. Freidlina, Izv. Akad. Nauk SSSR, Ser. Khim., 359 (1973).
A. N. Nesmeyanov, R. Kh. Freidlina, and L. I. Zakharkin, Usp. Khim.,25, 665 (1956).
R. Kh. Freidlina, M. Ya. Khorlina, and V. N. Kost, Izv. Akad. Nauk SSSR, Ser. Khim., 1788 (1965).
N. A. Rybakova, L. G. Sharonova, and R. Kh. Freidlina, Izv. Akad. Nauk SSSR, Ser. Khim., 1357 (1973).
V. I. Markov, S. I. Burmistrov, V. A. Doroshenko, D. A. Danilenko, and I. M. Gella, Zh. Organ. Khim.,7, 602 (1971).
Heteroorganic Chemistry Methods. Aliphatic Compounds. Chlorine [inRussian], Nauka, (1973), p. 659.
P. A. Gembutskii, D. S. Zhuk, and V. N. Kargin, Ethylenimine Chemistry [in Russian], Nauka (1966).
R. G. Kostyanovskii, A. A. Fomichev, V. I. Markov, and I. I. Chervin, Izv. Akad. Nauk SSSR, Ser. Khim., 2079 (1969).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2793–2796, December, 1973.
The authors express their gratitude to V. I. Dostovalova for taking the NMR spectra and their interpretation.
Rights and permissions
About this article
Cite this article
Rybakova, N.A., Pochkailo, N.A. & Kiseleva, L.N. Reaction of N,N-dichloroarylsulfonamides with 1,1,3-trichloropropene. Russ Chem Bull 22, 2728–2730 (1973). https://doi.org/10.1007/BF00926151
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00926151