Synthesis and nuclear magnetic resonance spectra of N-carboethoxy-4-spiro-1, 4-dihydropyridines

J Foos, F Steel, SQA Rizvi…

Index: Foos,J. et al. Journal of Organic Chemistry, 1979 , vol. 44, # 14 p. 2522 - 2529

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Citation Number: 28

Abstract

A series of N-carboethoxy-4-spiro-1, 4-dihydropyridines (1 1) has been prepared via condensation reactions of glutaraldehydes with ammonia or ethyl carbamate. While ammonia gives substantial amounts of 2-amino-1, 2, 3, 4-tetrahydropyridines as well as some 1, 4-dihydropyridines, ethyl carbamate condenses in benzene solution in the presence of catalytic amounts of p-toluenesulfonic acid to give 11 exclusively. The latter ...