[C:1]([C:5]([C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1)=O)([CH3:4])([CH3:3])[CH3:2].[CH3:14][NH:15][NH2:16].S(=O)(=O)(O)O>C(O)C>[CH3:14][NH:15][N:16]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=129.5 g ofg 4-chlorophenyl tert.-butyl ketone (0.15 mol) in 750 ml ethanol was heated under reflux with an excess (118 ml) of methl hydrazine and 3 ml of concentrated sulphuric acid for 4.5 hours. It was concentrated almost to dryness and the added to water. After extraction with methylene chloride and then drying and concentrating the extract in vacuo, there was obtained an oil which eventually crystallised. The resulting crude product used immediately.
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