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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1881562Generated: November 3, 2026

Dimethylformamide → 4-{[(2-{1-[5-(3,4-dimethylphenyl)-1-methyl-4-hydroxy-1H-pyrazol-3-yl]ethylidene}hydrazino)carbonothioyl]amino}benzoic acid

https://huagongshe.com/reaction/1881562

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant4-(4-Carboxyphenyl)-3-thiosemicarbazideHCID 2757378—
Reactant1-[5-(3,4-dimethylphenyl)-1-methyl-4-hydroxy-1H-pyrazol-3-yl]ethanoneHCID 67050083—
CatalystHydrochloric AcidHCID 313—
SolventWaterHCID 962—
Product4-{[(2-{1-[5-(3,4-dimethylphenyl)-1-methyl-4-hydroxy-1H-pyrazol-3-yl]ethylidene}hydrazino)carbonothioyl]amino}benzoic acidHCID 7236009868.2%

Reaction Steps

1-[5-(3,4-Dimethylphenyl)-1-methyl-4-hydroxy-1H-pyrazol-3-yl]ethanone (0.2423 mmol, HPLC purity 84.3%, 70.2 mg) and 4-hydrazinocarbonothioylaminobenzoic acid (0.2423 mmol, 51.2 mg) were stirred with dimethylformamide (3 mL) and three drops of concentrated hydrochloric acid at room temperature for 8.5 hours. After addition of water, the precipitated yellow solid was recovered by filtration, washed with water and dried by means of a vacuum pump. The resulting solid was stirred with chloroform/n-hexane for a while, then recovered by filtration and dried by means of a vacuum pump to give the desired product as a pale yellow solid (72.3 mg, yield 68%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318796B2
Source datasetuspto-grants-2012_11
ORD IDord-132dc3c3b2b44f22a3a77d45906ec028
Source noteuspto-grants-2012_11