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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1678331Generated: October 28, 2026

3-Hydroxy-8-nitrobenzo[c]chromen-6-one → 8-Amino-3-hydroxybenzo[c]chromen-6-one

https://huagongshe.com/reaction/1678331

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Hydroxy-8-nitrobenzo[c]chromen-6-oneHCID 57990596—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
Product8-Amino-3-hydroxybenzo[c]chromen-6-oneHCID 5799058896%

Reaction Steps

3-Hydroxy-8-nitrobenzo[c]chromen-6-one (Reference Compound No. 1-(2), 52.01 g, 202 mmol) was dissolved in methanol (150 mL)-N,N-dimethylformamide (600 mL), 10% palladium on charcoal (5.00 g) was added thereto, and then the reaction mixture was stirred under hydrogen atmosphere (3 kgf/cm2) at room temperature overnight. After the unsoluble materials were filtered out, the methanol was removed under reduced pressure. Water (2 L) was added to the residue. The precipitated solid was filtered off and dried at 90° C. under reduced pressure to give the titled reference compound (44.02 g) as a pale yellow solid. (Yield 96%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008498B2
Source datasetuspto-grants-2011_08
ORD IDord-2262ae94fa774a8f86b2b5e67299c39d
Source noteuspto-grants-2011_08