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7501518 
Journal Article 
On the Cleavage of Tertiary Amines with Ethyl Chloroformate 
Shiotani, S 
1976 
Yes 
Chemical and Pharmaceutical Bulletin
ISSN: 0009-2363
EISSN: 1347-5223 
24 
2 
342-349 
English 
Forty-seven tent. 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 ClC02Et is greatly influenced by the polarity of the solvent, reaction temperature and N-substituents. © 1976, The Pharmaceutical Society of Japan. All rights reserved. 
amine; carbamic acid derivative; chloroformic acid ethyl ester; drug analysis; drug comparison; drug identification; drug interaction; drug synthesis; in vitro study; infrared spectrometry; methodology; nuclear magnetic resonance spectroscopy; polyvinox; structure activity relation; theoretical study 
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