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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 746639Generated: October 29, 2026

Potassium Carbonate → HCID 22592181, compound

https://huagongshe.com/reaction/746639

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant18-Crown-6HCID 28557—
Reactant9-Bromo-N-[6-methyl-2-(methylsulfanyl)pyridin-3-yl]nonanamideHCID 22592093—
Reactant1,3-benzoxazole-2-thiolHCID 178418282—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 22592181HCID 2259218179.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a DMF (1.5 ml) solution of this amide (131 mg, 0.35 mmol) and 2-mercaptobenzoxazole (58 mg, 0.385 mmol) were added 18-crown-6 (9 mg, 0.035 mmol) and potassium carbonate (58 mg, 0.42 mmol), and the mixture was stirred at 80° C. for 3 hours. The reaction mixture was diluted with water, and then extracted with ethyl acetate. The organic layer was washed with water and then with a saturated aqueous solution of sodium chloride, and dried over sodium sulfate. Subsequently, the solvent was distilled off, and the resulting crude product was purified through silica gel chromatography (silica gel 30 g, eluent—hexane:ethyl acetate=4:1→3:1) to obtain 123 mg (yield 79%) of the desired compound as a colorless needle crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07393866B2
Source datasetuspto-grants-2008_07
ORD IDord-a715d6bd50c942fea7669c15a7de88c9
Source noteuspto-grants-2008_07