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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 527259Generated: October 30, 2026

4-Hydroxybenzaldehyde → HCID 178513738, compound

https://huagongshe.com/reaction/527259

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
ReactantPiperidineHCID 8082—
Reactant5-amino-3-((4-nitrophenyl)amino)-1H-pyrazole-4-carboxamideHCID 86698965—
SolventEthanolHCID 702—
ProductHCID 178513738HCID 17851373847%

Reaction Steps

5-amino-3-((4-nitrophenyl)amino)-1H-pyrazole-4-carboxamide was then suspended in 100 mL of ethanol and 4-hydroxybenzaldehyde (12.945 g, 2.00 eq.) and piperidine (0.25 eq.) 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-nitrophenyl)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 (9.00 g, 47% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346792B2
Source datasetuspto-grants-2016_05
ORD IDord-ad661b5cbfd849d49b011bd2458e1f99
Source noteuspto-grants-2016_05