HCID 131710791, compound → HCID 131710790, compound

HRID 2398569Notes

Reaction equation

HRID 2398569 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][C:19]([Cl:22])=[CH:20][CH:21]=[C:14]3[CH:13]([CH3:23])[C:12]2=[O:24])[CH:5]=1)([O-])=O>C(OCC)(=O)C.[Ni]>[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][C:19]([Cl:22])=[CH:20][CH:21]=[C:14]3[CH:13]([CH3:23])[C:12]2=[O:24])[CH:5]=1

Participants

4

Reactant 1

HCID 131710791HCID 131710791, compound

Product 1

HCID 131710790HCID 131710790, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The solution of 0.5 g of N-(4-nitro-o-tolyl)-4-chloro-α-methylhomophthalimide in 120 ml of ethyl acetate is hydrogenated over 2.0 g of Raney nickel (washed with water and ethanol) at 2.5 atm. and room temperature for 5 hours. It is filtered and the filtrate evaporated, to yield the N-(4-amino-o-tolyl)-4-chloro-α-methylhomophthalimide of the formula ##STR8## showing in the I.R.-spectrum bands at 1665 and 1710cm-1 and in the mass-spectrum the ion of 314/316.

Workup

  1. filtrationIt is filtered
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-fddb1cfb316a416384d830f3357c8e14
Source dataset
uspto-grants-1977_05
Patent number
US04025505

Reaction notes

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