Photoreaction of Benzanilide -Formation of Polymeric Materials-

Abstract

Irradiation of benzanilide in ethanol in a quartz tube with a highpressure mereury lamp led to the formation of aniline, benzoic acid, ethyl benzoate, benzamide, azobenzene, 2- and 4aminobenzQphenones, phenanthridone, and polymeric Materials. ln the. e. q. riest stage of the reaction, the rearrangement prQducts were chiefly obtained, and the pQlymetic materials incr. eased up to more thqn 900/o yield with increasing the irradiation time.
The wavelerigth dependence of this reaction. was studied. Aminobenzophenones and azoben zene were produced preferentially in. the region between 250 nm and 270 nm, but benzamide at 330nm. The formation of the polymeric materials was more favorable in N2 than irt air and depending on the solvent used; a light of wavelength above 300 nm was more effective in benzene, but ineffective in ethanol.
The structure of the polymeric materials is not yet identified, but it is. supposed that they are formed through the secondary reactiQn of the decomposition products or the rearrangement. products.