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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721913Generated: October 28, 2026

4-Phenylbutyric Acid → HCID 21890750, compound

https://huagongshe.com/reaction/721913

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Phenylbutyric AcidHCID 4775—
ReactantThionyl ChlorideHCID 24386—
Reactant4-(6,7-Dimethoxyquinazolin-4-yloxy)anilineHCID 11616363—
Reactant4-Phenylbutanoyl ChlorideHCID 11789865—
ReactantHCID 21890360HCID 21890360—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
ProductHCID 21890750HCID 2189075045%

Reaction Conditions

Temperature100 °C

Reaction Steps

Toluene (20 ml) and thionyl chloride (1 ml) were added to commercially available 4-phenylbutanoic acid (80 mg), and the mixture was heated at 100° C. for one hr. The solvent was removed by distillation, and 4-phenylbutanoyl isothiocyanate was prepared using the resultant 4-phenylbutanoyl chloride as a starting compound according to the description of the literature. 4-[(6,7-Dimethoxy-4-quinazolinyl)oxy]aniline (50 mg) was dissolved in toluene (5 ml) and ethanol (1 ml) to prepare a solution. A solution of 4-phenylbutanoyl isothiocyanate in ethanol (1 ml) was then added to the solution, and the mixture was stirred at room temperature for 2 hr. The reaction solution was concentrated, and the residue was purified by chromatography on silica gel using chloroform/acetone for development to give the title compound (37 mg, yield 45%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-d213f749c1e646f5b48128bc618358b5
Source noteuspto-grants-2006_11