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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 46868Generated: October 25, 2026

Sodium Hydroxide → 1-(3-chloro-2-methylpropyl)-1,3-dihydro-3-(1-methylethenyl)-2H-benzimidazol-2-one

https://huagongshe.com/reaction/46868

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1-Bromo-3-chloro-2-methylpropaneHCID 95566—
Reactant1,3-Dihydro-1-(1-methylvinyl)-2H-benzimidazol-2-oneHCID 100278—
CatalystBenzyl triethylammonium chlorideHCID 66133—
Product1-(3-chloro-2-methylpropyl)-1,3-dihydro-3-(1-methylethenyl)-2H-benzimidazol-2-oneHCID 2050628290.6%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a stirred mixture of 17.4 parts of 1,3-dihydro-1-(1-methylethenyl)-2H-benzimidazol-2-one, 5-parts of N,N,N-triethyl benzenemethanaminium chloride and 180 parts of sodium hydroxide solution 60% are added dropwise 21 parts of 1-bromo-3-chloro-2-methylpropane while heating at 55° C. Upon completion, stirring at 55° C. is continued for 3 hours. The reaction mixture is cooled, poured onto water and the product is extracted with methylbenzene. The extract is dried, filtered and evaporated, yielding 24 parts (90.6%) of 1-(3-chloro-2-methylpropyl)-1,3-dihydro-3-(1-methylethenyl)-2H-benzimidazol-2-one as a residue.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04175129
Source datasetuspto-grants-1979_11
ORD IDord-b87cf91db1f1412586dd18038036ec83
Source noteuspto-grants-1979_11