O. M. Habib, E. B. Moawad, D. S. Badawy
1990
Citations
1
Influential Citations
6
Citations
Journal
Journal Fur Praktische Chemie-chemiker-zeitung
Abstract
4-(Phenylhydrazono-4′-benzenesulphonato)-3-methyl-2-pyrazolin-5-one (2) was prepared by treating 4-(4′-hydroxyphenylhydrazono)-3-methyl-2-pyrazolin-5-one (1) with benzenesulphonyl chloride. Heating 2 with acetic anhydride, chloroacetyl chloride and benzenesulphonyl chloride afforded the N-acetyl (3), N-chloroacetyl (4) and O-benzenesulphonyl (5) derivatives, respectively. 2 reacted with benzenesulphonyl chloride under cooling conditions to give the N-benzenesulphonyl derivative (6). 2 undergoes Mannich reaction to give the N-Mannich base (7). Reaction of 2 with formaldehyde in methanol afforded the N-hydroxymethyl derivative (8) which undergoes condensation with ethyl acetoacetate, ethyl cyanoacetate and malononitrile to give compounds 9, 10 and 11 respectively. The antimicrobial activity of these products against gram-positive (+ve), gram-negative (−ve) bacteria and fungi was screened. They showed potential bactericidal activity and some of them exhibited high fungicidal activity.