5-Chloro-4-methoxy-2-nitroaniline → HCID 22573123, compound

HRID 1987501Notes

Reaction equation

HRID 1987501 reaction equation
[Cl:1][C:2]1[C:3]([O:12][CH3:13])=[CH:4][C:5]([N+:9]([O-])=O)=[C:6]([NH2:8])[CH:7]=1>[Pd].CCOC(C)=O>[ClH:1].[ClH:1].[Cl:1][C:2]1[CH:7]=[C:6]([NH2:8])[C:5]([NH2:9])=[CH:4][C:3]=1[O:12][CH3:13]

Participants

4

Reactant 1

HCID 101043255-Chloro-4-methoxy-2-nitroaniline

Product 1

HCID 22573123HCID 22573123, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of EtOAc (25 mL) and 5-chloro-4-methoxy-2-nitro-phenylamine (1.6 g, 7.9 mmol) under argon is added 5% Pd/C (0.5 g). The reaction mixture is hydrogenated at 50 psi for 1 hour. The mixture is filtered under N2 through Celite into a solution of 1 N HCl/Et2O in EtOAc, and the pad is washed with additional EtOAc. The resulting precipitate is filtered off to provide a white solid.

Workup

  1. filtrationThe mixture is filtered under N2 through Celite into a solution of 1 N HCl/Et2O in EtOAc
  2. washthe pad is washed with additional EtOAc
  3. filtrationThe resulting precipitate is filtered off
  4. customto provide a white solid

Sources & evidence

ORD record
ord-596e7656717d499da938e80e0754cc3b
Source dataset
uspto-grants-2009_06
Patent number
US07550597B2

Reaction notes

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