1-Phenylnaphthalenes. Part VIII. Reactions of hydrazine and its derivatives with some five-membered ring anhydrides

Abstract

1-Phenylnaphthalene-2,3-dicarboxylic anhydrides react with NN-dimethylhydrazine and arylhydrazines to give the corresponding N-dimethylamino-imides (IV) and N-arylamino-imides (III), respectively, and with methyl-hydrazine and NN′-dimethylhydrazine to give the corresponding cyclic hydrazides (V) and (VI), respectively.

Similarly, 1-phenyl-1,2,3,4-tetrahydronaphthalene-2,3-dicarboxylic anhydride, naphthalene- and 3,4-dihydro-naphthalene-1,2-dicarboxylic anhydrides, benzylidenephthalide, and benzylidene- and p-chlorobenzylidene-9-phenylnaphtho[2,3-c]furan-1 (3H)-one give with hydrazine and arylhydrazines the corresponding cyclic hydrazides and N-amino-imides, respectively. Assignment of strucuture to the products was based mainly upon spectroscopic evidence.