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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 631625Generated: October 30, 2026

1,4-Dioxane → 2-(3-Aminoisoxazol-5-yl)-2-methylpropyl 4-nitrobenzenesulfonate

https://huagongshe.com/reaction/631625

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
ReactantMagnesium monoxideHCID 6850729—
Reactant2-Methyl-2-(3-(phenoxycarbonylamino)isoxazol-5-yl)propyl 4-nitrobenzenesulfonateHCID 86653527—
SolventWaterHCID 962—
Product2-(3-Aminoisoxazol-5-yl)-2-methylpropyl 4-nitrobenzenesulfonateHCID 8665352887.9%

Reaction Conditions

Temperature60 °C

Reaction Steps

A stirred mixture of 2-methyl-2-(3-(phenoxycarbonylamino)isoxazol-5-yl)propyl 4-nitrobenzenesulfonate (130 mg, 0.22 mmol), magnesium oxide (45 mg, 0.87 mmol), 1,4-dioxane (8 mL) and water (2 mL) was stirred at 60° C. for 5 h. The reaction mixture was cooled to rt and filtrated. The filtrate was concentrated under reduced pressure to give the crude product. Purification via recrystallization from a 1:1 mixture of diethyl ether and hexane, afforded 2-(3-aminoisoxazol-5-yl)-2-methylpropyl 4-nitrobenzenesulfonate (66 mg, 69%) as a pale yellow solid. 1H NMR (400 MHz, CDCl3) 88.38-8.40 (m, 2H), 7.99-8.00 (m, 2H), 5.55 (s, 1H), 4.13 (s, 2H), 1.32 (s, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09320739B2
Source datasetuspto-grants-2016_04
ORD IDord-73bc38baa1e54bdf87244aabcc4553fd
Source noteuspto-grants-2016_04