Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Steric and Electronic Effects of Methyl Substitutents at the 2- and 6-Positions on N-Benzyl-1, 4-dihydronicotinamide
JUN TAKEDASHIGERU OHTAMASAAKI HIROBE
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1987 Volume 35 Issue 7 Pages 2661-2667

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Abstract
N-Benzyl-1, 4-dihydronicotinamides having 2-methyl, 6-methyl and 2, 6-dimethyl substituents were prepared and their reactivities toward an activated carbonyl compound (hexachloroacetone) were investigated. The reaction rates were especially enhanced for the 2, 6-dimethyl derivative, with the order of the rates being 2, 6-dimethyl>2-methyl>6-methyl. The steric and electronic effects of the methyl group (s) are discussed based on the ultraviolet spectra and redox potential data.
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© The Pharmaceutical Society of Japan
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