An exception of Eschweiler-Clarke methylation

Cyclocondensation of α-amino amides with formaldehyde and formic acid

Fu Lin Chen, Kuang-Sen Sung

Research output: Contribution to journalArticle

4 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)697-700
Number of pages4
JournalJournal of Heterocyclic Chemistry
Volume41
Issue number5
DOIs
Publication statusPublished - 2004 Jan 1

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formic acid
Methylation
Amides
Formaldehyde

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this

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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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An exception of Eschweiler-Clarke methylation : Cyclocondensation of α-amino amides with formaldehyde and formic acid. / Chen, Fu Lin; Sung, Kuang-Sen.

In: Journal of Heterocyclic Chemistry, Vol. 41, No. 5, 01.01.2004, p. 697-700.

Research output: Contribution to journalArticle

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AB - 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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