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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698592Generated: October 30, 2026

Dimethylformamide → Methyl 2-(2,4-dichloro-6-methylphenoxy)-7-(1-ethylpropyl)-1-methyl-1H-benzimidazole-4-carboxylate

https://huagongshe.com/reaction/1698592

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant2,4-Dichloro-6-methylphenolHCID 15292—
ReactantMethyl 2-chloro-7-(1-ethylpropyl)-1-methyl-1H-benzimidazole-4-carboxylateHCID 67273217—
SolventSodium BicarbonateHCID 516892—
ProductMethyl 2-(2,4-dichloro-6-methylphenoxy)-7-(1-ethylpropyl)-1-methyl-1H-benzimidazole-4-carboxylateHCID 5801243583.1%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of methyl 2-chloro-7-(1-ethylpropyl)-1-methyl-1H-benzimidazole-4-carboxylate (1.15 g, 3.90 mmol), 4,6-dichloro-o-cresol (2.07 g, 11.70 mmol), potassium carbonate (2.16 g, 15.60 mmol) and N,N-dimethylformamide (15 ml) was heated at 110° C. for 5 h. The residue was diluted with aqueous saturated sodium bicarbonate and extracted with ethyl acetate. The extracts were washed with water, dried over magnesium sulfate and concentrated in vacuo. The residue was purified by column chromatography on alumina with a 15% ethyl acetate/n-hexane to give 1.41 g (3.24 mmol, 83%) 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-01352fdf1a0a4a9f9656d47917b3ec6d
Source noteuspto-grants-2012_04