Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698542Generated: October 30, 2026

4-Chloro-2-methoxy-6-methylaniline → 7-Bromo-N-(4-chloro-2-methoxy-6-methylphenyl)-1-methyl-1H-benzimidazol-2-amine

https://huagongshe.com/reaction/1698542

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-2-methoxy-6-methylanilineHCID 59191972—
Reactant7-bromo-1-methyl-1,3-dihydro-2H-benzimidazol-2-oneHCID 59635470—
SolventDichloromethaneHCID 6344—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product7-Bromo-N-(4-chloro-2-methoxy-6-methylphenyl)-1-methyl-1H-benzimidazol-2-amineHCID 6727288185%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a mixture of 7-bromo-1-methyl-1,3-dihydro-2H-benzimidazol-2-one 2.32 g (9.69 mmol) and 4-chloro-2-methoxy-6-methylaniline 4.98 g (29.1 mmol) in 0.5 mL of N-methyl-2-pyrrolidone was heated at 110° C. for 2 days. The reaction was cooled to room temperature and diluted with dichloromethane. The mixture was washed with sodium bicarbonate and water, dried over magnesium sulfate, filtered, and concentrated in vacuo. The residue was triturated with ethyl acetate/hexane (1:1) to give 3.13 g (8.23 mmol, 85%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163935B2
Source datasetuspto-grants-2012_04
ORD IDord-36d63c97986b4ce3bc5c281d2e673b11
Source noteuspto-grants-2012_04