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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1385944Generated: November 1, 2026

Dimethylformamide → HCID 18408334, compound

https://huagongshe.com/reaction/1385944

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPropargyl bromideHCID 7842—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 18408326HCID 18408326—
SolventWaterHCID 962—
ProductHCID 18408334HCID 1840833472%

Reaction Conditions

Temperature70 °C

Reaction Steps

To 10 ml of DMF, 0.4 g (1.2 mmol) of 3-(6-fluoro-benzothiazolin-2-on-5-yl)-1-methyl-6-trifluoromethyl-2(1H)-pyridone, 0.18 g (1.3 mmol) of potassium carbonate and 0.15 g (1.3 mmol) of propargyl bromide were added, followed by heating and stirring at 70° C. for 2 hours. After completion of the reaction, the reaction solution was poured into water and extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous magnesium sulfate. The organic layer was distilled off under reduced pressure, and the obtained residue was purified by silica gel column chromatography to obtain 0.32 g (yield: 72%) of the desired product. Melting point: 150-151° C. 1H-NMR (300 MHz, CDCl3) δ value: 2.30(1H,t), 3.73(3H,s), 4.73(2H,d), 6.80(1H,d), 7.27(1H,d), 7.45(1H,d), 7.56(1H,d)ppm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06265349B1
Source datasetuspto-grants-2001_07
ORD IDord-14b60cc46c554dae8c8773a88092ef77
Source noteuspto-grants-2001_07