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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1647589Generated: October 26, 2026

Water → N-[3-(hydroxymethyl)phenyl]-N'-[4-(tetradecyloxy)phenyl]urea

https://huagongshe.com/reaction/1647589

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-Aminobenzyl alcoholHCID 80293—
Reactantp-(Tetradecyloxy)phenyl isocyanateHCID 11724283—
SolventPyridineHCID 1049—
SolventTetrahydrofuranHCID 8028—
ProductN-[3-(hydroxymethyl)phenyl]-N'-[4-(tetradecyloxy)phenyl]ureaHCID 1007268773.5%

Reaction Steps

To a 0° C. solution of 13 g of p-(tetradecyloxy)phenyl isocyanate in 70 ml of tetrahydrofuran and 30 ml of pyridine is added over 10 minutes a solution of 7.24 g of 3-aminobenzyl alcohol in 70 ml of tetrahydrofuran with continued stirring for one hour. The mixture is heated until all the solids dissolve then allowed to stand at ambient temperature overnight. The mixture is poured into water and the solid collected. The solid is washed with dilute hydrochloric acid and water then crystallized from ethyl alcohol to give 13.1 g of the desired product as a light pink solid, m.p. 150°-158° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05432189
Source datasetuspto-grants-1995_07
ORD IDord-40280e7290f34e2abe080a54f1d6c8fe
Source noteuspto-grants-1995_07