Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Formic Acid Reduction. XVL. Mechanism of the N-Methylation of p-Phenylenediamine Derivatives with Formates
MINORU SEKIYASHUICHI TAKAYAMAJIRO SUZUKIKUNIO SUZUKI
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1972 Volume 20 Issue 12 Pages 2669-2677

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Abstract
Mechanistic investigation on the previously reported N-methylation of formanilides effected by the constant-boiling liquid of the formates composed of formic acid and trialkylamine has been made by introducing isotopic tracer method into the representative reaction of p-phenylenediamine derivatives. In accord with the isotopic tracer results a mechanism of this formate reaction has been proposed. It has been revealed that the formate reagents affect the conversion of N-formyul, which suffers interchange in the formate medium, into N-methyl acting as reducing agent.
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© The Pharmaceutical Society of Japan
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