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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698607Generated: October 29, 2026

Sodium Bicarbonate → N-(4-Chloro-2-methoxy-6-methylphenyl)-7-(1-ethylpropyl)-1-methyl-4-(trifluoromethyl)-1H-benzimidazol-2-amine

https://huagongshe.com/reaction/1698607

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant4-Chloro-2-methoxy-6-methylanilineHCID 59191972—
Reactant2-Chloro-7-(1-ethylpropyl)-1-methyl-4-(trifluoromethyl)-1H-benzimidazoleHCID 67272870—
CatalystN-methyl-2-pyrrolidoneHCID 13387—
ProductN-(4-Chloro-2-methoxy-6-methylphenyl)-7-(1-ethylpropyl)-1-methyl-4-(trifluoromethyl)-1H-benzimidazol-2-amineHCID 5801243834%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 2-chloro-7-(1-ethylpropyl)-1-methyl-4-(trifluoromethyl)-1H-benzimidazole (290 mg, 0.95 mmol), 4-chloro-2-methoxy-6-methylaniline (491 mg, 2.86 mmol) and N-methyl-2-pyrrolidinone (3 drops) was heated at 110° C. for 72 h. Aqueous saturated sodium bicarbonate was added to the residue and extracted with ethyl acetate. The extracts were washed with water, dried over magnesium sulfate and concentrated in vacuo. The residue was purified by chromatography on silica gel with a 10% ethyl acetate/n-hexane and recrystallized from diisopropylether/n-hexane to give 140 mg (0.32 mmol, 34%) of the title compound as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163935B2
Source datasetuspto-grants-2012_04
ORD IDord-69aa83ef91b243eb8493850b85b3c0e6
Source noteuspto-grants-2012_04