[CH:1](=O)[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[NH2:10][NH:11][C:12]([NH2:14])=[S:13]>O>[CH:1](=[N:10][NH:11][C:12]([NH2:14])=[S:13])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4]Salicylaldehyde was added dropwise over 5 min. to a solution of thiosemicarbazide (5.47 g, 60 mmol) in 75 mL water maintained at 75° C. A white solid began to precipitate immediately. The resulting mixture was heated to reflux for 2 hours, then cooled to room temperature and filtered to give salicylaldehyde thiosemicarbazone (11.5 g, 98%) as a white crystalline solid.
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