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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1870289Generated: November 4, 2026

Phosphorus oxychloride → HCID 18696169, compound

https://huagongshe.com/reaction/1870289

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
Reactant3-(2-(N-t-butoxycarbonylamino)ethoxy)-4-carbamoyl-1,2-benzisoxazoleHCID 18696151—
SolventDiethylformamideHCID 12051—
ProductHCID 18696169HCID 1869616993%

Reaction Conditions

Temperature5 °C

Reaction Steps

To a solution of 3-(2-(N-t-butoxycarbonylamino)ethoxy)-4-carbamoyl-1,2-benzisoxazole (0.15 g) in diethylformamide (1.5 ml) was added phosphorus oxychloride (0.09 g) with stirring at 5° C., and the mixture was then stirred at the same temperature for 15 minutes. The reaction mixture was poured into ice water (20 ml), extracted with ethyl acetate (twice each with 20 ml) and the combined extracts were dried over anhydrous magnesium sulphate. After filtration, the solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography with cyclohexane/ethyl acetate (4/1) as an eluent, to give the title compound (0.13 g, 93%) as a colorless powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06096771
Source datasetuspto-grants-2000_08
ORD IDord-2e641589ba3144f8a1c85d33583e6783
Source noteuspto-grants-2000_08