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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657017Generated: October 28, 2026

Ammonia → N-(5-chloro-2-nitrophenyl)urea

https://huagongshe.com/reaction/657017

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant5-Chloro-2-nitroanilineHCID 74218—
ReactantTriphosgeneHCID 94429—
SolventTolueneHCID 1140—
ProductN-(5-chloro-2-nitrophenyl)ureaHCID 6881015160%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of triphosgene (3.613 g, 12.175 mmol) in toluene (15 ml) was added a solution of 5-chloro-2-nitroaniline (2.100 g, 12.175 mmol) in toluene (15 ml) over 0.5 h and then the reaction was heated at 80° C. for 24 h. The reaction was then cooled and carefully poured onto aqueous NH3. This mixture was stirred for 1 h, filtered, washed with water (100 ml), MeOH (50 ml) and ethyl acetate (50 ml) to leave the desired product as a yellow solid (1.558 g, 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071592B2
Source datasetuspto-grants-2011_12
ORD IDord-38fcfac85a1a47d69f06600f339a3d19
Source noteuspto-grants-2011_12