Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1375334Generated: October 31, 2026

Hydrochloric Acid → 4-(4-hydroxyphenylthiomethyl)-N-phenylbenzamide

https://huagongshe.com/reaction/1375334

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium HydroxideHCID 14797—
Reactant4-MercaptophenolHCID 240147—
Reactant4-(chloromethyl)-N-phenylbenzamideHCID 11413905—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product4-(4-hydroxyphenylthiomethyl)-N-phenylbenzamideHCID 1140490884.4%

Reaction Conditions

Temperature10 °C

Reaction Steps

In a 200 ml four-necked flask equipped with a stirrer and a thermometer, 1.34 g (10.6 mmol) of 4-mercaptophenol, 0.7 g (10.6 mmol) of potassium hydroxide and 50 ml of methanol were added at room temperature. After confirming that potassium hydroxide has been dissolved, the inner temperature was cooled to 10° C. and 2.6 g (10.6 mmol) of 4-chloromethyl-N-phenylbenzamide was added, followed by stirring at room temperature for 3 hours. After the completion of the reaction, the reaction solution was acidified with hydrochloric acid and 50 ml of water was added, and then the deposited crystal was collected by filtration to obtain 3.0 g of 4-(4-hydroxyphenylthiomethyl)-N-phenylbenzamide. The yield was 84%. The melting point was 220–222° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07169737B2
Source datasetuspto-grants-2007_01
ORD IDord-812d217a9aed443fae903151b2593521
Source noteuspto-grants-2007_01