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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732015Generated: October 28, 2026

Ethyl Acetate → 2-[5-(3-Methoxy-phenyl)-[1,2,4]oxadiazol-3-ylmethylsulfanyl]-1H-benzoimidazole

https://huagongshe.com/reaction/732015

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
Reactant3-(Chloromethyl)-5-(3-methoxyphenyl)-1,2,4-oxadiazoleHCID 11715562—
ReactantHCID 178527775HCID 178527775—
SolventDimethylformamideHCID 6228—
SolventHexaneHCID 8058—
Product2-[5-(3-Methoxy-phenyl)-[1,2,4]oxadiazol-3-ylmethylsulfanyl]-1H-benzoimidazoleHCID 9840801—

Reaction Steps

1H-Benzoimidazole-2-thiol (150 mg, 1 mmol) was added to a solution of the 3-chloromethyl-5-(3-methoxy-phenyl)-[1,2,4]oxadiazole (30 mg, 0.13 mmol) and potassium carbonate (50 mg, 0.36 mmol) in DMF (2 ml) at room temperature. The solvent was removed in vacuo and the product obtained by flash chromatography using 20-100% ethyl acetate in hexane. 1H NMR (CDCl3), δ (ppm): 7.71 (d, 1H), 7.62 (d, 1H), 7.53 (m, 2H), 7.42 (t, 1H), 7.18 (overlapping, m, 3H), 4.52 (s, 2H), 3.87 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585881B2
Source datasetuspto-grants-2009_09
ORD IDord-7d6addcbd6194390a86ccacfa62cd9f9
Source noteuspto-grants-2009_09