YAKHAK HOEJI (약학회지)
- Volume 23 Issue 3_4
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- Pages.167-171
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- 1979
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- 0377-9556(pISSN)
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- 2383-9457(eISSN)
Reaction Mechanism of $\alpha$ -Diethylaminoacetophenone with Potassium Cyanide and Ammonium Cabonate(II)
$\alpha$ -Diethylaminoacetophenone의 시안화칼륨과 탄산암모늄과의 반응 메카니즘 연구(II)
Abstract
It is knwon that in the reaction of .alpha.-diethylaminoacetophenone with potassium cyanide and ammonium carbonate in dilute alcohol solution, 5-phenylhydantoin is formed. In this study the mechanism of the reaction by which diethylaminomethyl group is eliminated, was investigated with applying GC/MS-system. From the fragmentation pattern of mass spectrum of the unknwon compound, which has mol peak 112, it was identified as diethylaminoacetonitrile. According to our GC/MS study of the reaction mixture, it seems likely that diethylaminomethyl group is eliminated neither through the alkali degradation of .alpha.-diethylaminoacetophenone to aldehyde nor after the anticipated hydantoin formation. But it is believed that in the course of ring formation through an unidentified mechanism diethylaminomethyl group is eliminated.
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