Abstract
The results of a kinetic study of the cyclization of N-nitrosoaminoacetonitriles in the presence of tertiary amines are presented. The dependence of the reaction rate on the character of the substituents attached to the nitrogen atom in the starting N-nitrosoaminoacetonitrile, concentration and temperature dependences, and the effect of solvents were established.
Similar content being viewed by others
Literature cited
W. D. Ollis and C. A. Ramsden, Adv. Heterocycl. Chem.,19, 1 (1976).
M. D. Mashkovskii, Medicinals [in Russian], Meditsina, Moscow (1972).
V. V. Ogorodnikova, L. E. Kholodov, and V. G. Yashunskii, Khim. Geterotsikl. Soedin., No. 1, 39 (1977).
V. G. Yashunskii, Z. A. Olovyanishnikova, V. V. Ogorodnikova, and L. E. Kholodov, Khim. Geterotsikl. Soedin., No. 1, 117 (1980).
L. E. Kholodov, V. V. Ogorodnikova, A. S. Vitvitskaya, and V. G. Yashunskii, USSR Inventor's Certificate No. 690008; Byull. Izobr., No. 37, 88 (1979).
L. E. Kholodov, E. M. Peresleni, and V. G. Yashunskii, Zh. Obshch. Khim.,33, 3699 (1963).
L. E. Kholodov, V. G. Yashunskii, R. A. Al'tshuler, and M. D. Mashkovskii, Khim.-Farm. Zh., No. 1, 50 (1973).
A. Gordon and R. Ford, The Chemist's Guide [Russian translation], Mir, Moscow (1976), p. 31.
E. N. Zil'berman, The Reactions of Nitriles [in Russian], Khimiya, Moscow (1972).
H. A. Lillevik and R. A. Gortner, J. Org. Chem.,7, 164 (1972).
H. V. Daineker and J. Druey, Helv. Chim. Acta,45, 2426 (1962).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1244–1247, September, 1980.
Rights and permissions
About this article
Cite this article
Yashunskii, V.G., Ogorodnikova, V.V. & Kholodov, L.E. Preparation of sydnoneimines by basic cyclization of N-nitrosoaminoacetonitriles. Chem Heterocycl Compd 16, 941–945 (1980). https://doi.org/10.1007/BF00742842
Issue Date:
DOI: https://doi.org/10.1007/BF00742842