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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1399831Generated: November 3, 2026

p-Toluenesulfonic acid → 6-Bromo-1-(oxan-4-yl)-1H-benzimidazole

https://huagongshe.com/reaction/1399831

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantHCID 65343320HCID 65343320—
SolventTrimethyl orthoformateHCID 9005—
Product6-Bromo-1-(oxan-4-yl)-1H-benzimidazoleHCID 52988039—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of compound 5-bromo-N1-(tetrahydro-2H-pyran-4-yl)benzene-1,2-diamine (500 mg, 1.852 mmol) in HC(OMe)3 (2 mL) was added TsOH (15 mg, 0.0789 mmol). The reaction mixture was stirred at 100° C. for 12 h. The reaction mixture was extracted with DCM washed with water and the organic layer dried over sodium sulfate which was removed by filtration. After concentration of the filtrate, the crude product was purified by column (201 mg, 38.53%). LCMS (m/z): 281.0, 283.0 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906900B2
Source datasetuspto-grants-2014_12
ORD IDord-18fdacb985034e23b823682fc5ba3386
Source noteuspto-grants-2014_12