NUCLEOPHILIC ADDITION OF AMINES TO N-ARYL-SUBSTITUTED PYRROLIN-2-ONES
Keywords:
4-alkylamino-1-(4-nitrophenyl)pyrrolid-2-ones, 3-amino-4-hydroxybutyramides, 4-hydroxy-2-butenamides, 3,4-diaminobutyramides, amines, 5H-pyrrolin-2-ones, 2(5)-furanoneAbstract
The nucleophilic addition of n-butyl- and benzylamines to 1-(4-nitrophenyl)-5H-pyrrolin-5-one and 1-(4-sulfamoylphenyl)-5H-pyrrolin-2-one at 50°C in an excess of the amines with the formation of N-substituted amides of 3-alkyl(benzyl)amino-4-(4-R-anilino)butyric acids was investigated. The N-substituted amides of 3-arylamino-4-hydroxybutyric and 4-hydroxy-2-butenoic acids were synthesized from 2(5H)-furanone and aromatic amines (1:3) at 180°C. 4-Alkylamino-1-(4-nitrophenyl)pyrrolid-2-ones were obtained in the reaction of 1-(4-nitrophenyl)-5-pyrrolin-2-one with ammonia or aliphatic, alicyclic, and aromatic amines (1:3, 90°C, in DMF).
How to Cite
Sibiryakova, M. A.; Muzychenko, G. F.; Burlaka, S. D.; Pushkareva, K. S.; Glukhovtsev, V. G.; Tyukhteneva, Z. I. Chem. Heterocycl. Compd. 2002, 38, 533. [Khim. Geterotsikl. Soedin. 2002, 612.]
For this article in the English edition, see DOI https://doi.org/10.1023/A:1019548826977
