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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1405106Generated: November 2, 2026

4-Hydroxybenzaldehyde → HCID 178439213, compound

https://huagongshe.com/reaction/1405106

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
ReactantPiperidineHCID 8082—
Reactant5-amino-3-((4-isopropylphenyl)amino)-1H-pyrazole-4-carboxamideHCID 86701872—
SolventEthanolHCID 702—
ProductHCID 178439213HCID 17843921397%

Reaction Steps

5-amino-3-((4-isopropylphenyl)amino)-1H-pyrazole-4-carboxamide (850 mg) was suspended in 15 mL of ethanol and 4-hydroxybenzaldehyde (601 mg, 1.5 eq.) and piperidine (0.50 eq, 168 μL) was added. Stirred the reaction at reflux until starting material was absent and confirmed by HPLC. After reaction was complete (18 hrs) it was brought to room temperature and filtered to obtain 5-((4-hydroxybenzylidene)amino)-3-((4-isopropylphenyl)amino)-1H-pyrazole-4-carboxamide as a yellow to orange powder. The product was washed with ethanol to remove any excess 4-hydroxybenzaldehyde. Product was allowed to dry under vacuum for 1 hr (1.15 g, 97% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916555B2
Source datasetuspto-grants-2014_12
ORD IDord-7744807542fb465ab38a451727086cdc
Source noteuspto-grants-2014_12