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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 18769Generated: October 25, 2026

5-(Chloromethyl)-1,2,3-trimethoxybenzene → 2-[(3,4,5-Trimethoxybenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride

https://huagongshe.com/reaction/18769

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(Chloromethyl)-1,2,3-trimethoxybenzeneHCID 77448—
Reactantcis-4,5-Diphenylimidazolidine-2-thioneHCID 45258634—
SolventEthanolHCID 702—
Product2-[(3,4,5-Trimethoxybenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole HydrochlorideHCID 6857059825.1%

Reaction Steps

A mixture of intermediate 25 (200 mg, 0.786 mmol) and 3,4,5-trimethoxybenzyl chloride (0.340 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 93 mg of the product 217. 1H NMR (DMSO-d6) δ 11.10 (m, 2 H), 7.25-6.90 (m, 8 H), 6.90-6.70 (m, 4 H), 5.80 (d, 2 H), 4.70 (s, 1 H), 3.78 (s, 6 H), 3.70 (s, 1 H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07741493B2
Source datasetuspto-grants-2010_06
ORD IDord-b6df44aa09c44d48bace16a041a4091b
Source noteuspto-grants-2010_06