Benzoic acid, 2,4-dihydroxy-, hydrazide → HCID 178433873, compound

HRID 555604Notes

Reaction equation

HRID 555604 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([N:9]2[C:13]([OH:14])=[C:12]([CH:15]=O)[C:11]([CH3:17])=[N:10]2)[CH:5]=[CH:6][C:7]=1[CH3:8].[OH:18][C:19]1[CH:28]=[C:27]([OH:29])[CH:26]=[CH:25][C:20]=1[C:21]([NH:23][NH2:24])=[O:22]>C(O)C>[CH3:1][C:2]1[CH:3]=[C:4]([N:9]2[C:13](=[O:14])[C:12](=[CH:15][NH:24][NH:23][C:21](=[O:22])[C:20]3[CH:25]=[CH:26][C:27]([OH:29])=[CH:28][C:19]=3[OH:18])[C:11]([CH3:17])=[N:10]2)[CH:5]=[CH:6][C:7]=1[CH3:8]

Participants

4

Reactant 2

HCID 166785Benzoic acid, 2,4-dihydroxy-, hydrazideHCID 178426271HCID 178426271, compound

Product 1

HCID 178433873HCID 178433873, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

46 mg (0.2 mmol) of the 1-(3,4-dimethylphenyl)-5-hydroxy-3-methyl-1H-pyrazol-4-carbaldehyde synthesized in 1) and 34 mg (0.20 mmol) of 2,4-dihydroxybenzoic hydrazide were stirred in 1 ml of ethanol at room temperature for 96 hours. The precipitated solid was collected by filtration and washed with 1 ml of ethanol, 1 ml of ether and 1 ml of methanol successively to obtain 53 mg of the desired product (yield 70%).

Workup

  1. filtrationThe precipitated solid was collected by filtration
  2. washwashed with 1 ml of ethanol, 1 ml of ether and 1 ml of methanol successively

Sources & evidence

ORD record
ord-3e6f618ca4cc4856b56bebbb28f2df91
Source dataset
uspto-grants-2011_11
Patent number
US08053453B2

Reaction notes

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