Substituted aromatic hydrazides have been oxidised to N,N′-diacylhydrazines in high yields using Oxone in an aqueous medium at room temperature.
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Typical procedure: To a well stirred solution of Oxone (10 mmol) in water (20 mL) was added o-chlorobenzoic acid hydrazide (10 m/mol) in one lot and the reaction mixture was stirred at room temperature for 30 min. The resultant N.N’ – dia-cylhydrazine was filtered at the pump, washed with water, dried, and crystallised from ethyl acetate-pet. ether (1.32 g, 82%). 1H NMR (DMSO-d6) d 7.5 to 7.7 (m, 8H), 10.50 (s, 2H); M/Z 309 (M+, 7), 139 (100), 111(28), 75(9).
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