Hydrazine hydrate (1:1) → HCID 9879898, compound
Reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH2:9][CH2:10][C:11]([NH:13][C:14]2[CH:23]=[CH:22][C:17]([C:18](OC)=[O:19])=[CH:16][CH:15]=2)=[O:12])[CH:5]=[CH:6][C:7]=1[OH:8].O.[NH2:25][NH2:26]>CCO>[OH:1][C:2]1[CH:3]=[C:4]([CH2:9][CH2:10][C:11]([NH:13][C:14]2[CH:23]=[CH:22][C:17]([C:18]([NH:25][NH2:26])=[O:19])=[CH:16][CH:15]=2)=[O:12])[CH:5]=[CH:6][C:7]=1[OH:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a suspension of methyl 4-{[3-(3,4-dihydroxyphenyl)propanoyl]amino}benzoate (227 mg, 0.72 mmol) in EtOH (3.5 mL) was added hydrazine hydrate (0.55 mL). After stirring for 15 h at reflux, the reaction mixture was cooled to rt and a white solid precipitated out. Filtration, washing with EtOH (2×1 mL) and water (3×1 mL) and drying under vacuo at 70° C. for 2 hrs gave 117 mg of the title compound (52%) as a white solid in 99.6% purity by HPLC (MaxPlot detection between 230 and 400 nm).