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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 354927Generated: October 30, 2026

Benzimidazole → HCID 20506265, compound

https://huagongshe.com/reaction/354927

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzimidazoleHCID 5798—
ReactantSodium HydroxideHCID 14798—
Reactant1-Bromo-3-chloro-2-methylpropaneHCID 95566—
CatalystBenzyl triethylammonium chlorideHCID 66133—
SolventTetrahydrofuranHCID 8028—
ProductHCID 20506265HCID 20506265—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a stirred and warm (40° C.) mixture of 9.5 parts of 1H-benzimidazole, 2 parts of N,N,N-triethylbenzenemethanaminium chloride, 225 parts of a sodium hydroxide solution 50% and 90 parts of tetrahydrofuran are added 17 parts of 1-bromo-3-chloro-2-methylpropane. The whole is heated to about 60° C. and stirring is continued for 15 minutes at this temperature. The reaction mixture is cooled and the product is extracted with trichloromethane. The extract is dried, filtered and evaporated. The oily residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (95:5) as eluent. The pure fractions are collected and the eluent is evaporated, yielding 1-(3-chloro-2-methylpropyl)-1H-benzimidazole as an oily residue.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04377578
Source datasetuspto-grants-1983_03
ORD IDord-f5b75cce4af04b569c85e52f0ac97663
Source noteuspto-grants-1983_03