2-Phenylphthalimidine derivatives. A probable formation mechanism of adducts from 3-benzylidenephthalide and aniline

3-Benzyl-3-hydroxy-2-phenylphthalimidine ( 1 ) and 3-anilino-3-benzyl-2-phenylphthalimidine ( 2 ), the unusual adduct, are obtained from the title compounds. 3-Alkoxy-3-benzyl-2-phenylphthalimidines 3 are synthesized. The behaviour of 1 , 3-benzylidene-2-phenylphthalimidines ( 4 and 5 ), 3-(α-bromobenzylidene)-2-phenylphthalimidines ( 6 and 7 ) with respect to bases and the preparation of the open tautomer 13 of 1 and its hydrochloride are described. A hypothetical mechanism about the formation of 1 and 2 is suggested.