Abstract:
Ten new 2-sulfonilamido-1, 4-quinone derivatives were prepared in this work with
their corresponding intermediates which include five p-aminobenzene
sulphonilamido derivatives and two 1,4-quinone derivatives. Synthesis of the titled
compounds was accomplished by chlorosulphonation of acetanilide and amination
(sulfamethoxzole, 4-aminophenazone, sulfadoxine, sulphonilamide and sulfasulph
onilamide) to furnish the p-acetamedobenzene sulphonilamido derivatives, the
latter upon acid hydrolysis yielded p-amino benzene sulphonilamido derivatives.
1,4- quinone (1,4-naphthoquinone and 2-methyl-1,4-benzoquinoe were prepared
by standard methods of chromic acid oxidation of naphthalene and o-crezol
respectively. Coupling of the aminobenzene sulphonil amido derivative with 1,4-
quinone moiety furnished the titled product. All synthesized compounds checked
their reaction progress by (TLC) techniques. The structures of synthesized
compounds were confirmed by some physical properties; (melting point) and
spectroscopic analysis like (IR, 1H-NMR, 13C-NMR and MS).Synthetic designing
and mechanisms of the reactions of the different groups of compounds were
discussed.
