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- Title
Synthesis of Substituted 4-Amino-1,3,5-triaryl-1H-pyrrol-2(5H)-ones.
- Authors
Aleksanyan, M. V.; Harutyunyan, G. K.; Gasparyan, S. P.
- Abstract
New derivatives of 4-amino-1,3,5-triaryl-1H-pyrrol-2(5H)-ones were synthesized by acylation of α-arylaminonitriles with arylacetic acid chlorides and subsequent intramolecular cyclization in the presence of potassium hydroxide. Similarly, 1-allyl-4-amino-3,5-diphe-nyl-1,5-dihydro-2H-pyrrol-2-one was formed from 2-(allylamino)-2-phenylacetonitrile with a β-ethylene bond. 2-Phenyl-1-(2-phenylacetyl)pyrro-lidine-2-carbonitrile was synthesized by acylation of 2-(3-chloropropylamino)-2-phenylacetonitrile with phe-nylacetic acid chloride and subsequent intramolecular cyclization. In the case of intramolecular cyclization of N-(3-chloropropyl)-N-(cyano(phenyl)methyl-2-phenylacetamide in the presence of potassium hydroxide, the reaction proceeds with simultaneous closure of the second ring and the formation of a bicyclic product – 1-amino-2,7a-diphenyl-5,6,7,7a-tetrahydro-3H-pyrrolizin-3-one.
- Subjects
ACYL chlorides; POTASSIUM hydroxide; RING formation (Chemistry); ACYLATION
- Publication
Russian Journal of General Chemistry, 2024, Vol 94, Issue 5, p1031
- ISSN
1070-3632
- Publication type
Article
- DOI
10.1134/S1070363224050037