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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 571717Generated: November 4, 2026

Water → HCID 25010451, compound

https://huagongshe.com/reaction/571717

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium AzideHCID 33557—
ReactantAN2728HCID 44591583—
ProductHCID 25010451HCID 2501045123%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 5-(4-cyanophenoxy)-1-hydroxy-2,1-benzoxaborole (200 mg, 0.797 mmol), sodium azide (103 mg, 1.59 mmol), and ammonium chloride (85 mg, 1.6 mmol) in N,N-dimethylformamide (5 mL) was stirred at 80° C. for two days. Water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, and dried on anhydrous sodium sulfate. The solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate) followed by trituration with ethyl acetate to give the target compound (55 mg, 23%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029353B2
Source datasetuspto-grants-2015_05
ORD IDord-aab7f6b34f774db3a35a5eb9a5b97d6e
Source noteuspto-grants-2015_05