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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2096794Generated: October 31, 2026

Hydrochloric Acid → 5-Bromo-1,3-dihydro-1,3-dimethyl-2H-benzimidazol-2-one

https://huagongshe.com/reaction/2096794

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethyl iodideHCID 6328—
ReactantDimethylacetamideHCID 31374—
Reactant5-Bromo-1,3-dihydro-2H-benzimidazol-2-oneHCID 12228060—
ReactantPotassium tert-butoxideHCID 23665647—
Product5-Bromo-1,3-dihydro-1,3-dimethyl-2H-benzimidazol-2-oneHCID 47003447—

Reaction Steps

Iodomethane (2.41 g) was added to a suspension of 5-bromo-1,3-dihydro-benzoimidazol-2-one (1.65 g) and potassium tert-butoxide (1.91 g) in DMA (20 ml). The mixture was stirred overnight at room temperature. The mixture was poured to 2.5N aqueous HCl (80 ml) and extracted with EtOAc. The combined organic layers were dried over Na2SO4 and then concentrated in vacuo. Heptane (50 ml) was added to the residue and the mixture was filtered. The residue was washed with diethyl ether and dried in vacuo to give the title compound (1.1 g) as a light brown solid. MS (m/e)=241.1 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450313B2
Source datasetuspto-grants-2013_05
ORD IDord-c5eb8a56435d4d61b52a5e44af5b9035
Source noteuspto-grants-2013_05