The Journal of Organic Chemistry

Photolytic dehydrochlorination of N-chloro-N-alkyl amides: formation of N-(. alpha.-methoxyalkyl) amides

XT Phan, PJ Shannon

Index: Phan, Xuan T.; Shannon, Paul J. Journal of Organic Chemistry, 1983 , vol. 48, # 26 p. 5164 - 5170

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Citation Number: 19

Abstract

The photoinduced dehydrochlorination, in methanol, of N-chloro-N-alkyl amides with one substituent at the a pasition to nitrogen gave good yields of N-(a-methoxyalkyl) amides and the parent amides as secondary products. N-Chloro amides disubstituted at the a position gave mostly parent amides. In most cases no products resulting from 1, 5 hydrogen transfer of amidyl radicals were observed. The quantum yields of decomposition of N-chloro-N- ...