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Synthesis of Thieno[2,3c]pyridines and Related Heterocyclic Systems

Research Authors
H.S.El-Kashef, A.A.Geies, A.M.Kanal El-Dean and Ali A.Abdel
Hafez
Research Abstract

1-Isopropyl-4-piperidone (1) reacts with sulphur and active methylene nitriles to give thienopyridines (2a-c). Compounds 2a, b react with CS2 in pyridine to produce pyridothienopyrimidines (3a, b) which upon methylation with MeI give S-methylated derivatives (4a, b). 3,5-Dibenzylidene-4-piperidone reacts with hydrazine hydrate, phenyl hydrazine, thiourea malononitrile or cyanoacetamide to give pyrazolo[4,3-c]pyridine derivative (6), pyrido[4,3-d]pyrimidine derivative (7), pyrano[3,2-c]pyridine derivative (8) and pyrido[3,2-c]pyridin derivative (9), respectively. Piperidylidene malononitrile (10) reacts with benzaldehyde to give derivative 11 which undergoes an addition reaction with malononitrile to give isoquinolein derivative (12) which is also obtained by reacting 1 with one mole of benzaldehyde and two moles of malononitrile

Research Department
Research Journal
Chem. Tech. Biotechnol
Research Rank
1
Research Vol
Vol. 57, No 1
Research Year
1993
Research Pages
pp. 15-19