Methyl 4-(hydrazinecarbonyl)benzoate → HCID 178497996, compound

HRID 555609Notes

Reaction equation

HRID 555609 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:15]([OH:16])=[C:14]([CH:17]=O)[C:13]([CH3:19])=[N:12]2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:20][O:21][C:22]([C:24]1[CH:33]=[CH:32][C:27]([C:28]([NH:30][NH2:31])=[O:29])=[CH:26][CH:25]=1)=[O:23]>CN(C)C=O>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:15](=[O:16])[C:14](=[CH:17][NH:31][NH:30][C:28](=[O:29])[C:27]3[CH:26]=[CH:25][C:24]([C:22]([O:21][CH3:20])=[O:23])=[CH:33][CH:32]=3)[C:13]([CH3:19])=[N:12]2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 596004Methyl 4-(hydrazinecarbonyl)benzoateHCID 178433892HCID 178433892, compound

Product 1

HCID 178497996HCID 178497996, compoundYield 42%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.0712 g (4.21 mmol) of the 1-(4-tert-butylphenyl)-5-hydroxy-3-methyl-1H-pyrazole-4-carbaldehyde synthesized in 1) and 819.6 mg (4.22 mmol) of 4-methoxycarbonylbenzhydrazide were stirred in 10 ml of dimethylformamide at room temperature for 3 hours. After the solvent was removed by evaporation, the precipitated solid was washed with a small amount of methanol and dried to obtain 765.9 mg of the above-identified desired product as a yellow solid (yield 42%).

Workup

  1. customAfter the solvent was removed by evaporation
  2. washthe precipitated solid was washed with a small amount of methanol
  3. customdried

Sources & evidence

ORD record
ord-59eba17df0ac494ab05c64ec5daa2f14
Source dataset
uspto-grants-2011_11
Patent number
US08053453B2

Reaction notes

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