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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750144Generated: October 28, 2026

6-Chloro-8-nitro-2H-benzo[b][1,4]oxazin-3(4H)-one → 8-Amino-2H-1,4-benzoxazin-3(4H)-one

https://huagongshe.com/reaction/1750144

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Chloro-8-nitro-2H-benzo[b][1,4]oxazin-3(4H)-oneHCID 11651535—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product8-Amino-2H-1,4-benzoxazin-3(4H)-oneHCID 1159348883%

Reaction Steps

Intermediate 57 (326 mg, 1.4 mmol) was dissolved in EtOH, then Pd/C (0.03 g) was added. The mixture was hydrogenated under H2 for 4 h at 50° C. The reaction mixture was filtered over Hyflo and the filtrate was concentrated in vacuo to give 8-amino-2H-benzo[b][1,4]oxazin-3(4H)-one (intermediate 58) (83%) as a brown solid, which was used in the next step without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156822B2
Source datasetuspto-grants-2015_10
ORD IDord-56779accfbdc4bde94a89e23249d27ca
Source noteuspto-grants-2015_10