Synthesis of some new phenylthiocarbamoyl 2-pyrazolin-5-ones of pharmaceutical interest.
Thiocarbamoylation reaction of 3-methyl-2-pyrazolin-5-one (1a) with two equivalents of PhNCS, resulted in the formation of 1,4-di(alpha-phenylthiocarbamoyl)-3-methylpyrazolone 3, which underwent cleavage of the thiocarbamoyl group at position 4 when coupled with aromatic diazonium salts affording 4-arylhydrazono-1-phenylthiocarbamoylpyrazolone (4a-j). Reactions of 4a with chloroacetyl chloride, benzenesulphonyl chloride, piperidine and hydrazine hydrate, resulted in the formation of 8.
Metwally
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Department of Chemistry, Faculty of Science, University of Mansoura, Mansoura, Egypt.
Abdel-Latif
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Amer
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D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D011720:Pyrazoles / Q000138:chemical synthesis*; D013055:Spectrophotometry, Infrared
D007202:Indicators and Reagents; D011720:Pyrazoles