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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2053567Generated: October 30, 2026

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

https://huagongshe.com/reaction/2053567

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methyloxybenzyl chlorideHCID 69993—
Reactantcis-4,5-Diphenylimidazolidine-2-thioneHCID 45258634—
SolventEthanolHCID 702—
Product2-[(4-Methoxybenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole HydrochlorideHCID 6856979951.7%

Reaction Steps

A mixture of intermediate 25 (200 mg, 0.786 mmol) and 4-methoxybenzyl chloride (0.213 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 167 mg of the product 223. 1H NMR (DMSO-d6) δ 11.24 (s, 2H), 7.50 (d, 2H), 7.20-6.90 (m, 8H), 6.90-6.65 (m, 4H), 5.78 (s, 2H), 4.78 (s, 2H), 3.78 (s, 3H); MS: m/z 375 (M++1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07326792B2
Source datasetuspto-grants-2008_02
ORD IDord-793aeb04be9c4643a0fee6e13665a040
Source noteuspto-grants-2008_02