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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2053579Generated: October 30, 2026

1-Bromo-2-(chloromethyl)benzene → 2-[(2-Bromobenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride

https://huagongshe.com/reaction/2053579

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-2-(chloromethyl)benzeneHCID 521816—
Reactantcis-4,5-Diphenylimidazolidine-2-thioneHCID 45258634—
SolventEthanolHCID 702—
Product2-[(2-Bromobenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole HydrochlorideHCID 68569915110.7%

Reaction Steps

A mixture of intermediate 25 (200 mg, 0.786 mmol) and 2-bromobenzyl chloride (327 mg, 1.57 mmol) in abs. EtOH (2 mL) is heated at 95° C. for 24 h. The reaction mixture is cooled to RT, evaporated to dryness, and the residue suspended in Et2O. The insoluble material is filtered to give 400 mg of the product 235. 1H NMR (DMSO-d6) δ 11.52 (s, 2H), 7.86 (d, 1H), 7.78 (d, 1H), 7.55-7.30 (m, 2H), 7.20-7.00 (m, 6H), 7.00-6.85 (m, 4H), 5.83 (s, 2H), 4.95 (s, 2H); MS: m/z 424 (M++1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07326792B2
Source datasetuspto-grants-2008_02
ORD IDord-b690360c49db4f8b85d7557e4922deac
Source noteuspto-grants-2008_02