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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1798965Generated: October 31, 2026

Phenol → HCID 23092606, compound

https://huagongshe.com/reaction/1798965

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantCesium carbonateHCID 10796—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 23092625HCID 23092625—
SolventDimethylformamideHCID 6228—
ProductHCID 23092606HCID 2309260661%

Reaction Conditions

Temperature120 °C

Reaction Steps

Phenol (135 mg; 1.43 mmol) and 540 mg (1.66 mol) of cesium carbonate were added to a solution (3 ml) of 84 mg (0.292 mmol) of 3,6-dichloro-N-(4-methyl-thiazole-2-yl)-2-pyridine carboxamide in N,N-dimethylformamide followed by stirring at 120° C. for 24 hours. Aqueous solution (1N) of sodium hydroxide was added to the reaction solution followed by extracting with ethyl acetate. The organic layer was washed with water and a saturated aqueous saline solution, dried and concentrated in vacuo. The resulting residue was purified by a thin-layer silica gel chromatography (hexane:ethyl acetate=4:1) to give 61 mg (yield: 61%) of 3-chloro-6-phenoxy-N-(4-methyl-thiazole-2-yl)-2-pyridine carboxamide as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08344003B2
Source datasetuspto-grants-2013_01
ORD IDord-0a04117002ac4c50b9a7f1aaabe2501b
Source noteuspto-grants-2013_01