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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1377207Generated: October 31, 2026

Hydroxylamine → 2H-1,2-Benzoxazin-3(4H)-one

https://huagongshe.com/reaction/1377207

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydroxylamineHCID 787—
ReactantTolueneHCID 1140—
ReactantPhosgeneHCID 6371—
ReactantTriethylamineHCID 8471—
SolventTetrahydrofuranHCID 8028—
Product2H-1,2-Benzoxazin-3(4H)-oneHCID 19937448—

Reaction Conditions

Temperature-10 °C

Reaction Steps

The amino-alcohol was dissolved in THF (15 ml) and cooled to -10° C. under N2. To the mixture was added triethylamine (5.4 ml) and phosgene in toluene (4.6 ml). The addition of phosgene caused an exotherm which was maintained below 20° C. by the rate of addition. The progress of the reaction was monitored by HPLC and was typically complete in 15 minutes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05663467
Source datasetuspto-grants-1997_09
ORD IDord-15e803b21d5941ac90e181fdaca2ca3b
Source noteuspto-grants-1997_09