Recyclization of 1-alkyl-5-benzoyl-3-ethoxycarbonyl-6-methylthio-1,2-dihydro-pyridin-2-ones into 1,6-annelated derivatives of 3-alkylcarbamoyl-5-benzoylpyridin-2-one

• Published in: Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2009-04, Vol.45 (4), p.445-453
• Main Authors: Britsun, V. N, Esipenko, A. N, Gootov, A. V, Chernega, A. N, Lozinskii, M. O
• Format: Article
• Language: English
• Subjects: 1,3-diaminopropane; 1-(alkylamino)phenylmethylidene-3-methylcarbamoyl-4-oxo-1,4-dihydro-benzo[4,5]imidazo[1,2-a]pyridines; 1-alkyl-5-benzoyl-3-ethoxycarbonyl-6-methylthio-1,2-dihydropyri-din-2-ones; 1-amino-2-mercaptoethane; 3-alkyl-carbamoyl-1-benzoyl-4-oxo-4,10-dihydrobenzo[4,5]imidazo[1,2-a]pyridines; 3-alkylcarbamoyl-1-benzoyl-4-oxo-4H-benzo[4,5][1,3]thiazolo[3,2-a]pyridines; 6-alkylcarbamoyl-8-benzoyl-5-oxo-1,2,3,5-tetrahydroimidazo[1,2-a]pyridines; 7-alkylcarbamoyl-9-benzoyl-6-oxo-1,2,3,5-tetrahydro-2H-pyrido[1,2-a]pyrimidines; alkylamines; Chemistry; Chemistry and Materials Science; diaminoethane; o-amino-thiophenol; o-phenylenediamine; Organic Chemistry; Pharmacy; recyclization X-ray structural analysis
• ISSN: 0009-3122; 1573-8353
• DOI: 10.1007/s10593-009-0284-9

For the first time the possibility has been shown of recyclizing 1-alkyl-5-benzoyl-3-ethoxycarbonyl-6-methylthio-1,2-dihydropyridin-2-ones into 1,6-annelated bicyclic derivatives of 3-alkylcarbamoyl-5-benzoylpyridin-2-one, which takes place on reacting the former with 1,4- and 1,5-nitrogen-containing dinucleophiles. The structure of the recyclization products was demonstrated by spectral methods and X-ray structural analysis.