HCID 68119223, compound → HCID 68119722, compound

HRID 2398549Notes

Reaction equation

HRID 2398549 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]([F:21])=[CH:19][CH:20]=[C:13]3[C:12]2=[O:22])[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]([F:21])=[CH:19][CH:20]=[C:13]3[C:12]2=[O:22])[CH:5]=1

Participants

5

Reactant 2

HCID 68119223HCID 68119223, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68119722HCID 68119722, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The mixture of 10.0 g of N-(4-nitro-o-tolyl)-4-fluorophthalimide, 500 ml of ethyl acetate and 5 g of Raney nickel is hydrogenated at 3.1 atm. and room temperature until the hydrogen uptake ceases. It is filtered, evaporated, and the residue recrystallized from ethanol, to yield the N-(4-amino-o-tolyl)-4-fluorophthalimide, melting at 180°-182°.

Workup

  1. filtrationIt is filtered
  2. customevaporated
  3. customthe residue recrystallized from ethanol

Sources & evidence

ORD record
ord-ee914dc15cd144c8a3612a23ee78e52e
Source dataset
uspto-grants-1977_05
Patent number
US04025505

Reaction notes

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