The chemistry of benzotriazole. Part 8. A novel two-step procedure for the N-alkylation of amides
- 1 January 1988
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 8,p. 2339-2344
- https://doi.org/10.1039/p19880002339
Abstract
Benzotriazole, aldehydes RCHO, and amides R1CONH2 react together with elimination of water to form 1:1:1 adducts which are reduced smoothly by NaBH4 to give the N-substituted amides R1CONHCH2R. Both steps occur in high yields and can be carried out on a large scale, thus comprising a convenient general method for the N-alkylation of amides.This publication has 2 references indexed in Scilit:
- A rapid, simple, and mild procedure for alkylation of phenols, alcohols, amides and acidsTetrahedron, 1979
- THE PRODUCTION OF ACYLAMINES BY THE INTERACTION OF SODIUM SALTS OF MONOBASIC ACIDS AND AMINE HYDROCHLORIDES.Journal of the American Chemical Society, 1902