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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1197764Generated: October 26, 2026

Methanol → 2-(7-amino-3,4-dihydro-2,2-dimethyl-2H-1,4-benzoxazin-4-yl)pyridine N-oxide

https://huagongshe.com/reaction/1197764

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantAmmonium ChlorideHCID 25517—
Reactant2-(3,4-dihydro-2,2-dimethyl-7-nitro-2H-1,4-benzoxazin-4-yl)pyridine N-oxideHCID 10566191—
CatalystZincHCID 23994—
SolventWaterHCID 962—
Product2-(7-amino-3,4-dihydro-2,2-dimethyl-2H-1,4-benzoxazin-4-yl)pyridine N-oxideHCID 15857208101%

Reaction Conditions

Temperature5 °C

Reaction Steps

To a mixture of 8.05 g 2-(3,4-dihydro-2,2-dimethyl-7-nitro-2H-1,4-benzoxazin-4-yl)pyridine N-oxide, 28.50 g ammonium chloride, 140 ml methanol and 140 ml water, was added 34.94 g zinc powder under ice cooling, and the resulting mixture was stirred at 5° C. for 14 hours. The insoluble matters were filtered off from the reaction mixture, the filtrate was concentrated, the concentrate was extracted with ethyl acetate, the extract was dried over anhydrous magnesium sulfate, and the solvents were distilled off form the dried solution, giving 7.32 g of crude 2-(7-amino-3,4-dihydro-2,2-dimethyl-2H-1,4-benzoxazin-4-yl)pyridine N-oxide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05278158
Source datasetuspto-grants-1994_01
ORD IDord-39aeb9a0820c44e2b4a55da533770a75
Source noteuspto-grants-1994_01