HCID 3493155, compound → HCID 21433191, compound

HRID 2398547Notes

Reaction equation

HRID 2398547 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:14](=[O:15])[C:13]3=[CH:16][C:17]([Cl:20])=[CH:18][CH:19]=[C:12]3[C:11]2=[O:21])=[C:6]([Cl:22])[CH:5]=1)([O-])=O.[H][H]>[Ni].C(OCC)(=O)C>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:14](=[O:15])[C:13]3=[CH:16][C:17]([Cl:20])=[CH:18][CH:19]=[C:12]3[C:11]2=[O:21])=[C:6]([Cl:22])[CH:5]=1

Participants

5

Reactant 2

HCID 3493155HCID 3493155, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21433191HCID 21433191, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The mixture of 2.3 g of N-(4-nitro-2-chlorophenyl)-4-chlorophthalimide, 220 ml of ethyl acetate and 1 g of Raney nickel is hydrogenated at room temperature and 3.1 atm. pressure until the hydrogen uptake ceases. It is filtered, evaporated and the residue recrystallized from methanol, to yield the N-(4-amino-2-chlorophenyl)-4-chlorophthalimide melting at 198°-201°.

Workup

  1. customis hydrogenated at room temperature
  2. filtrationIt is filtered
  3. customevaporated
  4. customthe residue recrystallized from methanol

Sources & evidence

ORD record
ord-e612b60be98a4424b48074181c56ae1b
Source dataset
uspto-grants-1977_05
Patent number
US04025505

Reaction notes

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