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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 18782Generated: October 25, 2026

1-Chloro-2-(chloromethyl)-3-fluorobenzene → 2-[(2-Chloro-6-fluorobenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride

https://huagongshe.com/reaction/18782

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloro-2-(chloromethyl)-3-fluorobenzeneHCID 108675—
Reactantcis-4,5-Diphenylimidazolidine-2-thioneHCID 45258634—
SolventEthanolHCID 702—
Product2-[(2-Chloro-6-fluorobenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole HydrochlorideHCID 6856761551.1%

Reaction Steps

A mixture of intermediate 25 (200 mg, 0.786 mmol) and 2-chloro-6-fluorobenzyl chloride (0.204 mL, 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 174 mg of the product 231. 1H NMR (DMSO-d6) δ 11.40 (s, 2 H), 7.70-7.30 (m, 3 H), 7.25-6.90 (m, 10 H), 5.88 (s, 2 H), 4.90 (s, 2 H); MS: m/z 397 (M++1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07741493B2
Source datasetuspto-grants-2010_06
ORD IDord-ddcb9ce979df493395994596cf9a491c
Source noteuspto-grants-2010_06