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An exception of eschweiler-clarke methylation: Cyclocondensation of α-amino amides with formaldehyde and formic acid

✍ Scribed by Fu-Lin Chen; Kuangsen Sung


Publisher
Journal of Heterocyclic Chemistry
Year
2004
Tongue
English
Weight
172 KB
Volume
41
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

An exception of Eschweiler‐Clarke methylation was found for α‐amino amides. The α‐amino amides on treatment with formaldehyde and formic acid produce cyclocondensation products, imidazolidin‐4‐ones, but N‐methylation process becomes important when three substituents of the α‐amino amides are very bulky. On the other hand, N‐methylation is the only product for Eschweiler‐Clarke methylation of the α‐amino amides with N,N‐disubstituted amide.


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