HCID 131710789, compound → HCID 131710788, compound

HRID 2398559Notes

Reaction equation

HRID 2398559 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[C:6]([N:11]2[C:16](=[O:17])[C:15]3=[CH:18][CH:19]=[C:20]([Cl:22])[CH:21]=[C:14]3[CH2:13][C:12]2=[O:23])[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:16](=[O:17])[C:15]3=[CH:18][CH:19]=[C:20]([Cl:22])[CH:21]=[C:14]3[CH2:13][C:12]2=[O:23])[CH:5]=1

Participants

5

Reactant 2

HCID 131710789HCID 131710789, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 131710788HCID 131710788, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The mixture of 1.7 g of N-(4-nitro-o-tolyl)-5-chlorohomophthalimide, 0.8 g of Raney nickel and 250 ml of ethyl acetate is hydrogenated at 2.4 atm. and room temperature until the hydrogen uptake has ceased. It is filtered, the filtrate evaporated and the residue recrystallized from acetonitrile to yield the N-(4-amino-o-tolyl)-5-chlorohomophthalimide of the formula ##STR7## melting at 250°-252° with decomposition.

Workup

  1. filtrationIt is filtered
  2. customthe filtrate evaporated
  3. customthe residue recrystallized from acetonitrile

Sources & evidence

ORD record
ord-3716abdca12c4bbc9a42a3ccf33c837c
Source dataset
uspto-grants-1977_05
Patent number
US04025505

Reaction notes

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