Abstract

AbstractA convenient, high yield “dry” method of synthesis of monomeric N‐methyleneanilines (6a—i) and the characterization of the products by m.s., 1H‐ and 13C‐n.m.r. and i.r. are reported, improving previous procedures and describing new compounds. It appeared that the existence of monomeric N‐methyleneanilines is strictly related to the presence of enough steric hindrance to oligomerization by substituents in ortho positions. Moreover, some addition products of formaldehyde to an amine and its corresponding imines are tentatively identified on the basis of the observed mass spectrum of the whole reaction mixture.The reaction products of formaldehyde with 2,6‐dimethylaniline (1a) provided an example of a mobile equilibrium between monomeric and trimeric imine.

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