CATALYSIS OF TRIVALENT PHOSPHORUS COMPOUNDS OF THE REACTIONS OF SUBSTITUTED BENZOIC ACIDS WITH ANILINE

The catalytic preparation of substituted benzanilides by the reaction benzoic acids with aniline is an important model process that has been intensively deve­lo­ped recently, in field «green chemistry» concept, direct amidation, and its study urgent scientific practical task.
 Within framework solving this problem, catalysis acylation trivalent phosphorus compounds P(III) was studied. It established amount only 2% mol. from acid effectively catalyze reaction, which proceeds boiling low-polar solvents intensive water distillation air atmosphere, leads to obtaining anilides a yield close quantitative. new catalysts, trichloride tribromide, phosphorous acid, successfully complement system tetrabutoxytitanate/polybutoxytitanate, previously used for these purposes, allowing obtain amino­benzoic greater selectivity, as well oxybenzoic acids.
 kinetic regularities catalyzed showed weak effect substituents: |?| ? 0.61. Hammett dependences are represented curves maximum, straight line segments characteristic certain groups substituents, both meta- para-substituted orthosubstituted One possible mechanisms formation situ first mi­nutes phosphite, can act oxygen-nucleophilic catalyst, and, upon interaction forms corresponding benzoyl then attacked free molecule benzanilide.
 ortho absent or very weak, case aminobenzoic acids. At same time, anthranilic form phosphite directly participates catalysis.