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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 633469Generated: October 30, 2026

2,2,4-trimethyl-6-nitro-2H-1,4-benzoxazin-3(4H)-one → 6-amino-2,2,4-trimethyl-2H-1,4-benzoxazine-3(4H)-one

https://huagongshe.com/reaction/633469

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2,4-trimethyl-6-nitro-2H-1,4-benzoxazin-3(4H)-oneHCID 13665543—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product6-amino-2,2,4-trimethyl-2H-1,4-benzoxazine-3(4H)-oneHCID 1366558295%

Reaction Steps

A mixture of 2,2,4-trimethyl-6-nitro-2H-1,4-benzoxazin-3(4H)-one (290 mg, 1.23 mmol, 1 equiv.) in 10 mL of MeOH in the presence of 29 mg of Pd/C was hydrogenated at room temperature for 3 h. The reaction mixture was then filtered through a pad of celite and the filtrate was concentrated to give 240 mg (Yield=95%) of product as a pale brown solid which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321763B2
Source datasetuspto-grants-2016_04
ORD IDord-d280986bc450498589d9beefe09e5342
Source noteuspto-grants-2016_04