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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1654476Generated: October 30, 2026

Urea → 2H-Benzimidazol-2-one, 5-chloro-1,3-dihydro-1-(1-methylethyl)-

https://huagongshe.com/reaction/1654476

Reaction equation

Participants

RoleNameHCIDCharge
ReactantUreaHCID 1176—
Reactant4-Chloro-N~1~-(propan-2-yl)benzene-1,2-diamineHCID 2735745—
SolventWaterHCID 962—
Product2H-Benzimidazol-2-one, 5-chloro-1,3-dihydro-1-(1-methylethyl)-HCID 1084616043.8%

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of 2-amino-4-chloro-N-isopropylaniline (14 g) and urea (15 g) was stirred at 160° C. for 3.5 hours. After cooling, water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with diluted hydrochloric acid, an aqueous sodium hydroxide solution, a saturated sodium chloride solution and dried over anhydrous magnesium sulfate and then the solvent was distilled off under reduced pressure. To the residue was added isopropyl alcohol and the obtained crystal was separated by filtration and recrystallized from acetonitrile to give 5-chloro-1-isopropylbenzimidazol-2-one (7 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05407936
Source datasetuspto-grants-1995_04
ORD IDord-0ffd5348313c483d8daac2673a2bbd66
Source noteuspto-grants-1995_04