HCID 68120111, compound → HCID 68118656, compound

HRID 2398555Notes

Reaction equation

HRID 2398555 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[C:6]([N:11]2[C:15](=[O:16])[C:14]3=[CH:17][C:18]([C:21](=[O:25])[N:22]([CH3:24])[CH3:23])=[CH:19][CH:20]=[C:13]3[C:12]2=[O:26])[CH:5]=1)([O-])=O.[H][H]>[Ni].C(OCC)(=O)C>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[C:6]([N:11]2[C:15](=[O:16])[C:14]3=[CH:17][C:18]([C:21](=[O:25])[N:22]([CH3:23])[CH3:24])=[CH:19][CH:20]=[C:13]3[C:12]2=[O:26])[CH:5]=1

Participants

5

Reactant 2

HCID 68120111HCID 68120111, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68118656HCID 68118656, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The mixture of 6.5 g of N-(4-nitro-o-tolyl)-4-dimethylcarbamoylphthalimide, 3.0 g of Raney nickel and 270 ml of ethyl acetate is hydrogenated at 3.1 atm. and room temperature until the hydrogen uptake ceases. It is filtered, the filtrate evaporated, the residue washed with hot ethanol and dried, to yield the N-(4-amino-o-tolyl)-4-dimethylcarbamoylphthalimide melting at 214°-217°.

Workup

  1. filtrationIt is filtered
  2. customthe filtrate evaporated
  3. washthe residue washed with hot ethanol
  4. customdried

Sources & evidence

ORD record
ord-ef5144ef3413406fab798b57a737dcda
Source dataset
uspto-grants-1977_05
Patent number
US04025505

Reaction notes

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