2-Methyl-3-nitro-4H-1-benzopyran-4-one → HCID 13431757, compound

HRID 616846Notes

Reaction equation

HRID 616846 reaction equation
[CH3:1][C:2]1[O:3][C:4]2[CH:15]=[CH:14][CH:13]=[CH:12][C:5]=2[C:6](=[O:11])[C:7]=1[N+:8]([O-])=O>[Pd].C(O)C>[CH3:1][C:2]1[O:3][C:4]2[CH:15]=[CH:14][CH:13]=[CH:12][C:5]=2[C:6](=[O:11])[C:7]=1[NH2:8]

Participants

4

Reactant 1

HCID 122586472-Methyl-3-nitro-4H-1-benzopyran-4-one

Product 1

HCID 13431757HCID 13431757, compoundYield 56%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 2-methyl-3-nitro-4H-1-benzopyran-4-one (5.0g, 0.244 mole) and 10% palladium on charcoal (0.75g) in ethanol (250 ml) was shaken under a hydrogen atmosphere in a Parr shaker for 40 minutes. The catalyst was filtered off, and the solvent was removed under reduced pressure to give yellow solids. Recrystallization from benzene gave yellow crystals (2.4g, 56%), m.p. 118°-20° C.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was removed under reduced pressure
  3. customto give yellow solids
  4. customRecrystallization from benzene

Sources & evidence

ORD record
ord-de582bea028e43c78797843ed0743658
Source dataset
uspto-grants-1978_02
Patent number
US04076729

Reaction notes

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