Vanillin → HCID 178492214, compound
Reaction equation
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:3]=1[C:14]#[N:15].O=[CH:17][C:18]1[CH:26]=[CH:25][C:23]([OH:24])=[C:20]([O:21][CH3:22])[CH:19]=1>CCO.N1CCCCC1>[OH:24][C:23]1[CH:25]=[CH:26][C:18]([CH:17]=[N:1][C:2]2[NH:6][N:5]=[C:4]([NH:7][C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)[C:3]=2[C:14]#[N:15])=[CH:19][C:20]=1[O:21][CH3:22]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
5-amino-3-(phenylamino)-1H-pyrazole-4-carbonitrile (100 mg) was suspended in EtOH (4 mL) and Vanillin (1 eq.) and piperidine (1 drop) were added. Stirred at reflux until intermediate was absent (HPLC). After reaction was complete (18 hrs) it was brought to room temperature and filtered to obtain A21 as a yellow powder. Powder was washed with EtOH. Product was allowed to dry under vacuum for 1 hr (65 mg, 38.8% yield).