2-Hydrazinoethanol → 8-(2-chlorophenylamino)-6,7-difluoro-2-(2-hydroxyethyl)-2H-phthalazin-1-one
Reaction equation
CO[C:3](=[O:22])[C:4]1[C:9]([CH:10]=O)=[CH:8][C:7]([F:12])=[C:6]([F:13])[C:5]=1[NH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[Cl:21].[OH:23][CH2:24][CH2:25][NH:26][NH2:27]>CCO>[Cl:21][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[NH:14][C:5]1[C:6]([F:13])=[C:7]([F:12])[CH:8]=[C:9]2[C:4]=1[C:3](=[O:22])[N:26]([CH2:25][CH2:24][OH:23])[N:27]=[CH:10]2Participants
4
Procedure
A mixture of 2-(2-chlorophenylamino)-3,4-difluoro-6-formyl benzoic acid methyl ester (0.400 mg, 1.228 mmol) and 2-hydroxyethyl hydrazine (0.102 mL, 1.351 mmol) in EtOH (10 mL) was heated at reflux under N2 for 16 hours. After cooling to room temperature, a yellow precipitate formed which was collected by filtration. The yellow solid was washed with EtOH and dried to yield 0.128 g (30%) pure desired product.