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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2053557Generated: October 25, 2026

m-Xylyl chloride → 2-[(3-Methylbenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride

https://huagongshe.com/reaction/2053557

Reaction equation

Participants

RoleNameHCIDCharge
Reactantm-Xylyl chlorideHCID 12102—
Reactantcis-4,5-Diphenylimidazolidine-2-thioneHCID 45258634—
SolventEthanolHCID 702—
Product2-[(3-Methylbenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole HydrochlorideHCID 6856592958%

Reaction Steps

A mixture of intermediate 25 (200 mg, 0.786 mmol) and 3-methylbenzyl chloride (0.207 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 180 mg of the product 212. 1H NMR (DMSO-d6) δ 11.21 (s, 2H), 7.50-7.20 (m, 4H), 7.20-6.90 (m, 6H), 6.90-6.65 (m, 4H), 5.73 (s, 2H), 4.75 (s, 2H), 2.32 (s, 3H); MS: m/z 359 (M++1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07326792B2
Source datasetuspto-grants-2008_02
ORD IDord-ca67647fab7e4de395a572f10521f946
Source noteuspto-grants-2008_02