Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1413463Generated: October 26, 2026

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

https://huagongshe.com/reaction/1413463

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 the eluent is evaporated, yielding 1-(4-chlorobutyl)-2-methyl-1H-benzimidazole as a residue.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04250176
Source datasetuspto-grants-1981_02
ORD IDord-53d3aed95d054e64a3c339d06ee36fe2
Source noteuspto-grants-1981_02