109423-19-0Relevant articles and documents
Revisitation of the Reaction between Aniline and Formaldehyde. VI. The Accumulated Amide Ester Function from Addition of Carboxylic Anhydrides to N-Methyleneamines or Their Trimers
Giumanini, Angelo G.,Verardo, Giancarlo,Cauci, Sabina
, p. 417 - 432 (2007/10/02)
Some aliphatic carboxylic anhydrides gave excellent yields of the novel addition products to both aliphatic and aromatic N-methyleneimines, starting from their aliphatic and aromatic trimeric cyclic oligomers.A preliminary positive ion mass spectrometric study is here reported.They hydrolyze surprisingly faster than the corresponding acid amides, making necessary the intervention of a special mechanism.The reduction of the acetylamideester of cyclohexylmethyleneimine (3c) with LiAlH4 was also "abnormal", as it yielded N-methyl-N-ethylcyclohexylamine in quantitative yield.