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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1046804Generated: October 30, 2026

Water → HCID 178519045, compound

https://huagongshe.com/reaction/1046804

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-bromobutanimideHCID 67184—
ReactantHCID 178422688HCID 178422688—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178519045HCID 178519045—

Reaction Conditions

Temperature-78 °C

Reaction Steps

THF (4.5 mL) was added to 3-(2-fluoro-3-{[1-phenyl-meth-(Z)-ylidene]-amino}-benzyl)-4-methyl-7-(thiazol-2-yloxy)-2-oxo-2H-1-benzopyran (compound 6a-3-4-1P) (226 mg), and the mixed solution was stirred at −78° C. for 20 minutes, and further stirred at 0° C. for 1 hour to yield a dark brown solution. This solution was added over 10 minutes to a solution of N-bromosuccinimide (178 mg) in THF (3.0 mL) (which had been prepared in advance in a separate container), and the mixture was further stirred at 0° C. for 1 hour. The reaction solution was added to water (5 mL) to complete the reaction, and the solution was extracted with ethyl acetate. The resultant organic layer extraction liquid was washed with saturated saline, and the organic layer was dried over anhydrous magnesium sulfate. The solvent was then distilled away under reduced pressure, and a residue (320 mg) containing the title compound was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569378B2
Source datasetuspto-grants-2013_10
ORD IDord-9e07ad7a331e474f8c7883fe7a7f75f5
Source noteuspto-grants-2013_10