97-28-9Relevant academic research and scientific papers
Benzotriazole Mediated Synthesis of Methylenebisanilines
Katritzky, Alan R.,Lan, Xiangfu,Lam, Jamshed N.
, p. 341 - 346 (2007/10/02)
Methylenebisanilines and methylenebis(N,N-dialkylaniline)s are prepared by the reactions of 1-hydroxymethylbenzotriazole with anilines and with N,N-dialkylanilines under acidic conditions.Isolation of the intermediate 4-(benzotriazol-1-ylmethyl)anilines and the N,N-dialkyl analogues and their reactions with anilines allow the efficient preparation of both symmetrical and unsymmetrical members of both product classes.
Preparation of N,O-Aminals as Synthetic Equivalents of H2C=NAr and (H2C=NHAr)+ ions: Neutral- and Acid-promoted Transformations
Barluenga, Jose,Bayon, Ana M.,Campos, Pedro,Asensio, Gregorio,Gonzalez-Nunez, Elena,Molina, Yolanda
, p. 1631 - 1636 (2007/10/02)
A general method for the synthesis of N, O-aminals derived from primary aromatic amines is described.The reactivity of these compounds under neutral and acidic conditions has been studied and the title compounds can be envisaged as general purpose H2C=NAr or (H2C=NAr)+ equivalents.N,O-Aminals have been converted into perhydrotriazines by moderate heating and into bis(4-aminoaryl)methane derivatives or N-benzylarylamines, respectively, when heated in acidid media with pH control.Reduction od N,O-acetals with sodium cyanoborohydride has revealed that the C-O bond is broken exclusively in acidic media.
Effect of Substituents on the Reaction of Aromatic Amines and Formaldehyde in Acid Medium
Nayar, Mazhuvadyil R. Gopinathan,Francis, Joseph D.
, p. 776 - 780 (2007/10/02)
The kinetics and mechanism of the condensation of N- and C-substituted aromatic amines with formaldehyde in acid medium have been studied using quantitative TLC technique, and the first order rate constants and relative reactivities calculated.In all cases where para-position is free, 4-aminobenzyl alcohols are the initial products.These undergo condensation with amines to give 4-(4-aminobenzyl)anilines.The effect of substituents on the reactivity of amines has been discussed.
