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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2177686Generated: October 29, 2026

Imidazole → 6-Benzenesulphonylmethyl-3-(imidazol-1-yl)-2-methoxybenzoic acid

https://huagongshe.com/reaction/2177686

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantSalicylaldehyde oximeHCID 7200—
ReactantCesium carbonateHCID 10796—
Reactant6-(Benzenesulphonylmethyl)-3-bromo-2-methoxybenzoic acidHCID 52913973—
CatalystHCID 178419072HCID 178419072—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product6-Benzenesulphonylmethyl-3-(imidazol-1-yl)-2-methoxybenzoic acidHCID 52913633—

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of 6-(benzenesulphonylmethyl)-3-bromo-2-methoxybenzoic acid (Intermediate 133, 0.20 g), copper (I) oxide (0.008 g), salicylaldoxime (0.032 g), imidazole (0.08 g), cesium carbonate (0.5 g) in acetonitrile (4 ml) was sealed under nitrogen in a microwave vial and heated at 160° C. for 1 hour. After cooling, ethyl acetate was added and the solid was filtered off. The filtrate was evaporated to dryness and the residue was purified by HPLC, eluting with a mixture of methanol and water containing 0.1% formic acid with a gradient of 20-98% to give 6-benzenesulphonylmethyl-3-(imidazol-1-yl)-2-methoxybenzoic acid as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067905B2
Source datasetuspto-grants-2015_06
ORD IDord-7c1c454f633147a381d01933514f2e90
Source noteuspto-grants-2015_06