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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1197773Generated: October 30, 2026

Methanol → 4-acetyl 6-amino-3,4-dihydro-2,2-dimethyl-7-nitro-2H-1,4-benzoxazine

https://huagongshe.com/reaction/1197773

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium BicarbonateHCID 516892—
Reactant4-acetyl-3,4-dihydro-2,2-dimethyl-7-nitro-6-trifluoroacetylamino-2H-1,4-benzoxazineHCID 19104822—
SolventWaterHCID 962—
Product4-acetyl 6-amino-3,4-dihydro-2,2-dimethyl-7-nitro-2H-1,4-benzoxazineHCID 1910482085.1%

Reaction Steps

A mixture of 21.6 g 4-acetyl-3,4-dihydro-2,2-dimethyl-7-nitro-6-trifluoroacetylamino-2H-1,4-benzoxazine, 500 ml methanol, 50 ml water and 10.5 g sodium bicarbonate was stirred at room temperature for seven hours, the reaction mixture was poured into 1.5 l ice water, and the precipitate which separated out was collected by filtration and recrystallized from 450 ml ethanol, giving 13.5 g of 4-acetyl-6-amino-3,4-dihydro-2,2-dimethyl-7-nitro-2H-1,4-benzoxazine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05278158
Source datasetuspto-grants-1994_01
ORD IDord-d9c1f5b2f1754a0d8280fa239f3dada8
Source noteuspto-grants-1994_01