On the cleavage of tertiary amines with ethyl chloroformate.

KOMETANI TADASHI, SHIOTANI SHUNSAKU, MITSUHASHI KEMMOTSU

doi:10.1002/chin.197624111

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ChemInform Abstract: ON THE CLEAVAGE OF TERTIARY AMINES WITH ETHYL CHLOROFORMATE

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Description

Forty-seven tert. amines were examined in order to observe the relative lability of the various N-substituents in respect to cleavage by ClCO₂Et in refluxing benzene. The aromatic amines did not react with ClCO₂Et, while aliphatic and alicyclic amines were cleaved to give carbamate (s) ; the tendency to cause R-N cleavage was : benzyl>allyl>methyl>ethyl>other alkyl groups. It was found that the reaction of a tert. amine with ClCO₂Et is greatly influenced by the polarity of the solvent, reaction temperature and N-substituents.

Journal

Chemical and Pharmaceutical Bulletin

Chemical and Pharmaceutical Bulletin 24 (2), 342-349, 1976

The Pharmaceutical Society of Japan

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Details 詳細情報について

CRID: 1390001204173726080

NII Article ID: 110003635006

NII Book ID: AA00602100

DOI: 10.1248/cpb.24.342; 10.1002/chin.197624111

ISSN: 13475223; 21992924; 00092363; 00092975

Web Site: http://www.jstage.jst.go.jp/article/cpb1958/24/2/24_2_342/_pdf; https://search.jamas.or.jp/link/ui/1976106684

Text Lang: en

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