HCID 21680591, compound → 4-Amino-9H-xanthen-9-one

HRID 730082Notes

Reaction equation

HRID 730082 reaction equation
[N+:1]([C:4]1[C:17]2[O:16][C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9](=[O:18])[C:8]=2[CH:7]=[CH:6][CH:5]=1)([O-])=O.[H][H]>[Pd].C(O)C>[NH2:1][C:4]1[C:17]2[O:16][C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9](=[O:18])[C:8]=2[CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 21680591HCID 21680591, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 147560264-Amino-9H-xanthen-9-oneYield 89%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 4-nitroxanthen-9-one 2k (4.5 g, 18.7 mmol) and 10% palladium on carbon (200 mg) in ethanol (70 mL) was hydrogenated (hydrogen pressure: 55 psi) for 16 h. The catalyst was removed via filtration and the solvent was evaporated to yield 3.5 g (89%) of title compound 4-aminoxanthen-9-one 3k.

Workup

  1. customfor 16 h
  2. customThe catalyst was removed via filtration
  3. customthe solvent was evaporated

Sources & evidence

ORD record
ord-35608772382840bb8d5b48219a3bf3bf
Source dataset
uspto-grants-2009_09
Patent number
US07582650B2

Reaction notes

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