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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 354920Generated: October 25, 2026

Sodium Hydroxide → 1-(4-chlorobutyl)-1,3-dihydro-3-(1-methylethenyl)-2H-benzimidazol-2-one

https://huagongshe.com/reaction/354920

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1-Bromo-4-chlorobutaneHCID 81364—
Reactant1,3-Dihydro-1-(1-methylvinyl)-2H-benzimidazol-2-oneHCID 100278—
CatalystBenzyl triethylammonium chlorideHCID 66133—
SolventWaterHCID 962—
Product1-(4-chlorobutyl)-1,3-dihydro-3-(1-methylethenyl)-2H-benzimidazol-2-oneHCID 13016879—

Reaction Steps

To a stirred and hot (50° C.) mixture of 28.3 parts of 1,3-dihydro-1-(1-methylethenyl)-2H-benzimidazol-2-one, 5 parts of N,N,N-triethylbenzenemethanaminium chloride and 225 parts of a sodium hydroxide solution 60% are added dropwise, during a 30 minutes-period, 33.7 parts of 1-bromo-4-chlorobutane. Upon completion, stirring is continued for 5 hours at 60° C. The reaction mixture is cooled, water is added and the product is extracted with methylbenzene. The extract is dried, filtered and evaporated, yielding 1-(4-chlorobutyl)-1,3-dihydro-3-(1-methylethenyl)-2H-benzimidazol-2-one as a residue.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04377578
Source datasetuspto-grants-1983_03
ORD IDord-a3926b35554c4c988b3544e1fc27488b
Source noteuspto-grants-1983_03