1-Chloro-2-(isocyanatomethyl)benzene → N-(2-Hydroxy-4-cyanophenyl)N'-(2-chlorobenzyl)urea

Participants

Role	Name	HCID	Charge
Reactant	1-Chloro-2-(isocyanatomethyl)benzene	HCID 2733367	—
Reactant	4-Amino-3-hydroxybenzonitrile	HCID 10197719	—
Solvent	Dimethylformamide	HCID 6228	—
Product	N-(2-Hydroxy-4-cyanophenyl)N'-(2-chlorobenzyl)urea	HCID 21714412	58.8%

Reaction Conditions

Temperature	80 °C

Reaction Steps

To a solution of 2-chlorobenzylisocyanate (125.6 mg, 0.75 mmol) in DMF (1.0 ml), 2-hydroxy-4-cyanoaniline (100 mg, 0.75 mmol) was added. The reaction mixture was stirred at 80° C. for 16 hours. Chromatography of the resulting liquid on silica gel (50% Ethyl acetate/Hexane) gave desired product (80 mg, 58.8%). EI-MS m/z 302.8 (M+).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06271261B1
Source dataset	uspto-grants-2001_08
ORD ID	ord-a28e45464f8b4e359c7ab98f98b4f3f1
Source note	uspto-grants-2001_08