[CH3:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][N:12]2C(=O)C3C(=CC=CC=3)C2=O)=[CH:4][CH:3]=1.NN>C(O)C>[CH3:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][NH2:12])=[CH:4][CH:3]=1A mixture of 2-4 (7.2 g, 24.5 mmol), hydrazine (3.8 mL), and ethanol (500 mL) was heated at reflux for 4 hours. The resulting mixture was cooled and filtered, and the filtrate concentrated to give 2-5 as a yellow solid (4.7 g) contaminated with some phthalhydrazide.
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