117067-46-6Relevant articles and documents
Synthesis of N-[1-(trialkylstannyl)alkyl]amides and -amines by the displacement of benzotriazoles with trialkylstannyllithiums
Pearson,Stevens
, p. 904 - 906 (1994)
Condensation of benzotriazole, an aldehyde, and either an amine or amide using the method of Katritzky gave N-[1-benzotriazol-1-yl)alkyl]amides and -amines, which were treated with tributylstannyllithium or trimethylstannyllithium to afford N-[1-(trialkylstannyl)alkyl]amides and -amines, respectively. These compounds are important precursors of nitrogen-substituted organolithium reagents.
THE CHEMISTRY OF BENZOTRIAZOLE. PART 8. A NOVEL TWO-STEP PROCEDURE FOR THE N-ALKYLATION OF AMIDES
Katritzky, Alan R.,Drewniak, Malgorzata
, p. 2339 - 2344 (2007/10/02)
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.