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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2235556Generated: October 29, 2026

Phosphorus oxychloride → 2-chloro-N-(4-chlorophenyl)-N-isopropyl-1-methyl-1H-benzimidazol-7-amine

https://huagongshe.com/reaction/2235556

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
Reactant7-[(4-Chlorophenyl)(isopropyl)amino]-1-methyl-1,3-dihydro-2H-benzimidazol-2-oneHCID 68581058—
Product2-chloro-N-(4-chlorophenyl)-N-isopropyl-1-methyl-1H-benzimidazol-7-amineHCID 6858267072%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 7-[(4-chlorophenyl)(isopropyl)amino]-1-methyl-1,3-dihydro-2H-benzimidazol-2-one (42 mg, 0.13 mmol) and phosphorous oxychloride (1.5 ml) was stirred at 80° C. for 1.5 h. The mixture was concentrated in vacuo and quenched with saturated aqueous sodium bicarbonate (10 ml) and extracted with ethyl acetate (20 ml). The extract was washed with water, dried over magnesium sulfate and evaporated. The residue was flash chromatographed eluting with a 17% ethyl acetate/hexanes to give 31.9 mg (72%) of the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07714009B2
Source datasetuspto-grants-2010_05
ORD IDord-b162de6bb2434bf38b238c293eb15853
Source noteuspto-grants-2010_05