Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1762692Generated: November 4, 2026

Benzaldehyde → 3-Carboxy-1-(4-Sulfobenzyl)pyrazoline-5-one

https://huagongshe.com/reaction/1762692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
ReactantSulfuric AcidHCID 1118—
Reactant5-oxo-1-phenyl-2,5-dihydro-1H-pyrazole-3-carboxylic acidHCID 9167391—
SolventEthyl AcetateHCID 8857—
Productethyl 5-hydroxy-1-phenyl-1H-pyrazole-3-carboxylateHCID 4056539—
Product3-Carboxy-1-(4-Sulfobenzyl)pyrazoline-5-oneHCID 5442729782%

Reaction Conditions

Temperature110 °C

Reaction Steps

3-Ethoxycarbonyl-1-phenylpyrazoline-5-one (F-1) was prepared in the same manner as in Synthesis 1-(1), except benzaldehyde was used in place of sodium 2-formylbenzenesulfonate. Further, (F-1) was hydrolyzed by the same method as used in Synthesis 1-(5) to be converted to 3-carboxy-1-phenylpyrazoline-5-one (F-2). 7 g of (F-2) was added to 28 ml of concentrated sulfuric acid and heated at 110° C. for 2 hours. After cooling, 140 ml of ethyl acetate was added to the reaction mixture and allowed to stand overnight to yield 7.8 g (yield: 82%) of Intermediate F. Melting Point: 276° C. (decomposed).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04833246
Source datasetuspto-grants-1989_05
ORD IDord-64cd46c5b41a456e8658c1f3d494b2f5
Source noteuspto-grants-1989_05