Abstract
On the basis of a study of the UV, IR, PMR, and mass spectra and comparison with a sample of authentic structure it is shown that the product of the prototropic interaction of acetone with o-phenylenediamine has the 1H-2,3-dihydro-2,2,4-trimethyl-1,5-benzodiazepine structure.
Similar content being viewed by others
Literature cited
A. P. Terent'ev and A. N. Kost, Reactions and Methods for the Investigation of Organic Compounds, Vol. 2 [in Russian], Goskhimizdat (1952), p. 78.
P. F. Butskus, G. I. Denis, and A. I. Butskene, Zh. Obshch. Khim., 34, 4119 (1964).
J. Braunholtz and F. Mann, J. Chem. Soc., 1817 (1953).
P. F. Butskus and N. V. Raguotene, Zh. Obshch. Khim., 32, 1816 (1962).
J. Ekeley and R. Wells, Ber., 38, 2259 (1905); 39, 1646 (1906).
R. C. Elderfield and J. McCarthy, J. Am. Chem. Soc., 73, 975 (1951).
L. K. Mushkalo, Ukr. Khim. Zh., 19, 193 (1953).
L. K. Mushkalo and V. A. Chuiguk, Ukr. Khim. Zh., 35, 740 (1969).
W. Ried and E. Torinus, Ber., 92, 2902 (1959).
V. Veeranagaian, C. Ratnam, and N. V. Subba Rao, Indian J. Chem., 6, 279 (1968).
D. Lloyd, R. McDougall, and D. Marschall, J. Chem. Soc., 3785 (1965).
G. Bachman and L. V. Heisey, J. Am. Chem. Soc., 71, 1985 (1949).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 553–555, April, 1971.
Rights and permissions
About this article
Cite this article
Kost, A.N., Solomko, Z.F., Polovina, L.N. et al. Formation of 1H-2,3-dihydro-2,2,4-trimethyl-1,5-benzodiazepine from o-phenylenediamine and acetone. Chem Heterocycl Compd 7, 516–518 (1971). https://doi.org/10.1007/BF00471497
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00471497