HCID 68118111, compound → HCID 68119435, compound

HRID 2398550Notes

Reaction equation

HRID 2398550 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]([F:24])([F:23])[F:22])=[CH:19][CH:20]=[C:13]3[C:12]2=[O:25])[CH:5]=1)([O-])=O.[H][H]>[Pd].C(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]([F:24])([F:22])[F:23])=[CH:19][CH:20]=[C:13]3[C:12]2=[O:25])[CH:5]=1

Participants

5

Reactant 2

HCID 68118111HCID 68118111, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68119435HCID 68119435, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The mixture of 3.55 g of N-(4-nitro-o-tolyl)-4-trifluoromethylphthalimide, 200 ml of 95% aqueous ethanol and 0.18 g of 5% palladium on carbon is hydrogenated at 3.1 atm. and 45° until the hydrogen uptake ceases. It is filtered, evaporated and the residue recrystallized from ethanol, to yield the N-(4-amino-o-tolyl)-4-trifluoromethylphthalimide melting at 161°-163°.

Workup

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

Sources & evidence

ORD record
ord-0047e30b26f44aa580ca8a46bc8af7d6
Source dataset
uspto-grants-1977_05
Patent number
US04025505

Reaction notes

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