Reactions of Bisamides. X. Condensations of N,N′‐(arylmethylene)bisamides with phenols and naphthols
- 1 January 1957
- journal article
- research article
- Published by Wiley in Recueil des Travaux Chimiques des Pays-Bas
- Vol. 76 (4) , 249-260
- https://doi.org/10.1002/recl.19570760402
Abstract
N,N′‐(Arylmethylene)bisamides react with phenols by substitution of one amide residue, affording α‐acylaminobenzylcresols. Ortho‐derivatives are usually obtained, but when both ortho‐positions are occupied the reaction takes place at the para‐position, although in the latter case the yields are lower. The same compounds are obtained by condensing aldehydes, acid amides and phenols. β‐Naphthol reacts with bisamides or with aldehydes and acid amides in the same way as phenols. With α‐naphthol, however, the reaction takes a different course; both amide residues in the bisamide molecule are eliminated and benzylidenedi‐α‐naphthol, a compound of the triphenylmethane type, is obtained.Keywords
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