HCID 86735514, compound → HCID 178469946, compound

Reaction equation

[CH3:1][N:2]1[C:6]([N:7]2[C:11]([C:12](OCC)=[O:13])=[C:10]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH:9]=[N:8]2)=[C:5]([N+:22]([O-])=O)[C:4]([CH3:25])=[N:3]1.[H][H]>[C].[Pd].C(O)(=O)C>[OH:13][C:12]1[C:11]2[N:7]([N:8]=[CH:9][C:10]=2[C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:6]2[N:2]([CH3:1])[N:3]=[C:4]([CH3:25])[C:5]=2[N:22]=1

Participants

Procedure

50 gms. of 1-(1,3-dimethyl-4-nitro-1H-pyrazol-5-yl)-1H-pyrazole-4,5-dicarboxylic acid, diethyl ester, are hydrogenated with 0.2 gms. of palladium-carbon in 100 ml. of glacial acetic acid at 60° until the uptake of hydrogen stops. On cooling, the product, 5-hydroxy-1,3-dimethyl-1H-dipyrazolo[1,5-a:4',3'-e]pyrazine-6-carboxylic acid, ethyl ester, crystallizes in the form of white filamentous needles. On evaporating the solvent, the product is recrystallized from dimethylformamide, yield 22 gms. of white needles, m.p. 246°-247°.