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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2053576Generated: October 27, 2026

9-(Chloromethyl)anthracene → 2-[(Anthracen-9-yl)methylthio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride

https://huagongshe.com/reaction/2053576

Reaction equation

Participants

RoleNameHCIDCharge
Reactant9-(Chloromethyl)anthraceneHCID 32385—
Reactantcis-4,5-Diphenylimidazolidine-2-thioneHCID 45258634—
SolventEthanolHCID 702—
Product2-[(Anthracen-9-yl)methylthio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole HydrochlorideHCID 8659633147.3%

Reaction Steps

A mixture of intermediate 25 (200 mg, 0.786 mmol) and 9-chloromethylanthracene (256 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 179 mg of the product 232. 1H NMR (DMSO-d6) δ 11.35 (s, 2H), 8.80 (s, 1H), 8.64 (d, 2H), 7.85-7.50 (m, 4H), 7.38 (d, 1H), 7.30-6.80 (m, 10H), 6.80-6.65 (m, 4H), 5.92 (s, 4H); MS: m/z 445 (M++1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07326792B2
Source datasetuspto-grants-2008_02
ORD IDord-4f77d943924440af8f45a85dbd83d416
Source noteuspto-grants-2008_02