YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
Studies on Insecticides. I
Synthesis of Kainic Acid Derivatives. (1)
Torizo TakahashiJutaro OkadaKazuo Kariyone
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1957 Volume 77 Issue 2 Pages 178-181

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Abstract
By the reaction of ammonia and hydrazine hydrate with diesters (III, V) of α-kainic acid (I) and α-dihydrokainic acid (II), and their N-acyl derivatives (VIII to XII), corresponding diamides and dihydrazides (XIII to XX) were prepared. The reaction of (I) and diazomethane in hydrous methanol affords a monoester which can be derived further to a monoamide compound. These were proved from the measurement of their pK′ to be γ-derivatives (XXI, XXII). By the reaction of (I) and potassium cyanate, (IV) and alkyl α-haloacylate, and (III) and ethyl acrylate and methyl crotonate, the corresponding N-carbamoyl and N-alkoxycarbonylalkyl derivatives (XXIII to XXVI) were obtained.
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