5-Nitro-4,7-dimethyl-1,3-benzodioxole → 5-Amino-4,7-dimethyl-1,3-benzodioxole

HRID 1376555Notes

Reaction equation

HRID 1376555 reaction equation
[N+:1]([C:4]1[CH:12]=[C:11]([CH3:13])[C:7]2[O:8][CH2:9][O:10][C:6]=2[C:5]=1[CH3:14])([O-])=O.[H][H]>[Pd].C(O)C>[NH2:1][C:4]1[CH:12]=[C:11]([CH3:13])[C:7]2[O:8][CH2:9][O:10][C:6]=2[C:5]=1[CH3:14]

Participants

5

Reactant 2

HCID 218404755-Nitro-4,7-dimethyl-1,3-benzodioxoleHCID 178418361HCID 178418361, compound

Product 1

HCID 150610985-Amino-4,7-dimethyl-1,3-benzodioxoleYield 99.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 1.88 g of 5-nitro-4,7-dimethyl-1,3-benzodioxole and 0.19 g of 10% palladium on carbon in 200 mL of ethanol is placed under a 50 psi hydrogen atmosphere. The mixture is shaken for 90 minutes at room temperature. The reaction mixture is filtered through Celite to yield a brownish solution. Concentration under reduced pressure affords 1.59 g of 5-amino-4,7-dimethyl-1,3-benzodioxole.

Workup

  1. filtrationThe reaction mixture is filtered through Celite
  2. customto yield a brownish solution
  3. concentrationConcentration under reduced pressure

Sources & evidence

ORD record
ord-bc99ec18769f4c8e9a650dd71a101f80
Source dataset
uspto-grants-1997_09
Patent number
US05663189

Reaction notes

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