Synthesis and Photochemistry of 1,2-Naphtoquinonediazide-(2)-n-sulfonic Acid Derivatives

Article abstract of DOI:10.1016/S0040-4020(01)85611-8

The 1,2-naphthoquinonediazide-(2)-6- and -7-sulfonic acid esters (7c, 7d) have been synthesized for first time starting from the 1-naphthyl-amine-6- and -7-sulfonic acids (1c, 1d), respectively, via Bucherer reaction, nitrosation, reduction, diazotation, sulfochlorination, esterification.The synthesis of the corresponding 8-sulfonic acid ester 7e was not successful by this way.On photolysis the 1,2-naphthoquinonediazide-(2)-6- and -7-sulfonic acid phenyl esters (7c, 7d) form the corresponding (phenoxysulfonyl)-indenecarboxylic acid (10c, 10d) in the same manner like the known 5-sulfonic acid 4-sulfonic acid ester 7a a photochemically induced ester cleavage occurs additionally (λ < 320 nm).