We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Synthesis of Substituted 1,2-Dihydropyridines by the Reaction of (Ethoxymethylidene)cyanoacetic Ester and Arylamides of Acetoacetic Acid.
- Authors
Hayotsyan, S. S.; Sargsyan, A. A.; Kon'kova, S. G.; Khachatryan, A. Kh.; Badasyan, A. E.; Avagyan, K. A.; Sargsyan, M. S.
- Abstract
The reaction of (ethoxymethylidene)cyanoacetic ester with arylamides of acetoacetic acid proceeds under heating in the presence of triethylamine or at room temperature in the presence of sodium ethoxide. According to the NMR and IR data, the intermediate adduct undergoes no other transformations but azacyclization which predominantly involves the cyano group and forms ethyl 5-acetyl-1-aryl-6-hydroxy-2-imino-1,2-dihydropyridine-3-carboxylates in yields of 30–78%. In some cases, 5-acetyl-1-aryl-2-hydroxy-6-oxo-1,6-dihydropyridine-3-carbonitriles resulting from cyclization involving the ethoxycarbonyl group were isolated as minor products (3–12%).
- Subjects
ACETOACETIC acid; RING formation (Chemistry); DIHYDROPYRIDINE; MICHAEL reaction; IMINOPYRIDINES; PYRIDINE synthesis
- Publication
Russian Journal of Organic Chemistry, 2019, Vol 55, Issue 2, p282
- ISSN
1070-4280
- Publication type
Article
- DOI
10.1134/S107042801902026X