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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499139Generated: November 1, 2026

Water → HCID 178514820, compound

https://huagongshe.com/reaction/499139

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium AzideHCID 33557—
ReactantAN2728HCID 44591583—
SolventDimethylformamideHCID 6228—
ProductHCID 178514820HCID 17851482023.5%

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 numberUS07767657B2
Source datasetuspto-grants-2010_08
ORD IDord-b771c704c1d34984b0808b855178df86
Source noteuspto-grants-2010_08