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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 18775Generated: October 26, 2026

4-Benzyloxybenzyl chloride → 2-[(4-Benzyloxybenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride

https://huagongshe.com/reaction/18775

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Benzyloxybenzyl chlorideHCID 70042—
Reactantcis-4,5-Diphenylimidazolidine-2-thioneHCID 45258634—
SolventEthanolHCID 702—
Product2-[(4-Benzyloxybenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole HydrochlorideHCID 6856938050.7%

Reaction Steps

A mixture of intermediate 25 (200 mg, 0.786 mmol) and 4-benzyloxybenzyl chloride (365 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 194 mg of the product 224. 1H NMR (DMSO-d6) δ 11.28 (s, 2 H), 7.60-7.25 (m, 7 H), 7.20-6.95 (m, 8 H), 6.95-6.70 (m, 4 H), 5.75 (s, 2 H), 5.25 (s, 2 H), 4.80 (s, 2 H); MS: m/z 451 (M++1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07741493B2
Source datasetuspto-grants-2010_06
ORD IDord-4c0a2b372ec346e3b4e064f2aba69575
Source noteuspto-grants-2010_06