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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 260966Generated: November 4, 2026

Propargyl bromide → HCID 19436746, compound

https://huagongshe.com/reaction/260966

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropargyl bromideHCID 7842—
ReactantHCID 19436759HCID 19436759—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductHCID 19436746HCID 1943674690.4%

Reaction Conditions

Temperature45 °C

Reaction Steps

At 25° C., 2.7 g (7.7 mmole) the product of step A, 1.1 g (8.0 mmole) KCO3 and 0.9 mL (8.0 mmole) 80% propargyl bromide were slurried in 25 mL DMSO. The mixture was stirred at 45° C. for 16 hours. The mixture was cooled, diluted with 100 mL cold water and extracted four times with ethyl acetate. The ethyl acetate extracts were washed with brine, dried over anhydrous MgSO4 and stripped in vacuo. The residue was purified chromatographically using methylene chloride as the eluent to give 2.7 g (90%) of 7-(4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl)-6-fluoro-4-(2-propynyl)-2H-1,4-benzoxazin-3(4H)-one as a white solid, mp 184° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05530126
Source datasetuspto-grants-1996_06
ORD IDord-ef16d26d8bd74363b822b1612bc152b4
Source noteuspto-grants-1996_06