Abstract
Treatment of N-substituted succinimides with dimethylformamide in the presence of phosphorus oxychloride leads to aromatization of the ring and the formation of N-substituted dichlorodiformylpyrroles. The latter have quite high reactivities. Replacement of one chlorine atom in 1-methyl-3,4-diformyl-2,5-dichloropyrrole by a hydroxyl group gives an aldehyde of pyrrolone, which forms the corresponding enamines with various amines. It was shown by spectral methods that they exist primarily in the enamine form.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
Z. Arnold, Coll. Czech. Chem. Commun., 24, 2378, 2385 (1959).
I. Ya. Kvitko and B. A. Porai-Koshits, Zh. Organ. Khim., 2, 166 (1966).
M. Weisenfelz, Z. Chem., 6, 471 (1966).
K. Bodendorf and R. Mayer, Ber., 98, 3554 (1965).
S. Sechardi, Indian J. Chem., 7, 662 (1969).
B. A. Porai-Koshits and I. Ya. Kvitko, Zh. Obshch. Khim., 32, 4052 (1962).
I. Ya. Kvitko and E. A. Panfilova, Kratkie Soobshcheniya LTI im. Lensoveta, 29 (1971).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 507–510, April, 1973.
Rights and permissions
About this article
Cite this article
Kvitko, I.Y., Panfilova, E.A. Chloroformylation of N-succinimide and synthesis of enamines — pyrrolone derivatives. Chem Heterocycl Compd 9, 467–470 (1973). https://doi.org/10.1007/BF00471527
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00471527