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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 354929Generated: October 25, 2026

1,4-Dichlorobutane → 1-(4-chlorobutyl)-2-methyl-1H-benzimidazole

https://huagongshe.com/reaction/354929

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DichlorobutaneHCID 8059—
Reactant2-MethylbenzimidazoleHCID 11984—
ReactantSodium HydroxideHCID 14798—
CatalystBenzyl triethylammonium chlorideHCID 66133—
Product1-(4-chlorobutyl)-2-methyl-1H-benzimidazoleHCID 20506320—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a stirred mixture of 13.2 parts of 2-methyl-1H-benzimidazole, 3 parts of N,N,N-triethylbenzenemethanaminium chloride and 225 parts of a sodium hydroxide solution 60% are added 25 parts of 1,4-dichlorobutane. The whole is heated to about 100° C. and stirring is continued for one hour at this temperature. The reaction mixture is cooled and poured onto ice-water. The product is extracted with methylbenzene. The extract is dried, filtered and evaporated. The residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (90:10) as eluent. The pure fractions are collected and eluent is evaporated, yielding 1-(4-chlorobutyl)-2-methyl-1H-benzimidazole as a residue.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04377578
Source datasetuspto-grants-1983_03
ORD IDord-aad1cf0576ab4c43baf7b66515b146ac
Source noteuspto-grants-1983_03