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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 280824Generated: October 30, 2026

6-hydroxy-7-nitro-2H-1,4-benzoxazin-3-(4H)-one → 7-Amino-6-hydroxy-3,4-dihydro-2H-1,4-benzoxazin-3-one

https://huagongshe.com/reaction/280824

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-hydroxy-7-nitro-2H-1,4-benzoxazin-3-(4H)-oneHCID 21298685—
ReactantHCID 178418361HCID 178418361—
CatalystNickelHCID 935—
SolventDimethylformamideHCID 6228—
Product7-Amino-6-hydroxy-3,4-dihydro-2H-1,4-benzoxazin-3-oneHCID 21298683—

Reaction Steps

The 6-hydroxy-7-nitro-2H-1,4-benzoxazin-3-(4H)-one (17.5 g) in DMF (300 ml) was reduced under 60 Atm. hydrogen at 60° C. in the presence of Ni Raney catalyst in an autoclave. The resulting amine was not isolated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04591548
Source datasetuspto-grants-1986_05
ORD IDord-d8b6b91826884765ad0f3cc0e1bd9034
Source noteuspto-grants-1986_05