HCID 22761658, compound → HCID 22761661, compound

HRID 2398575Notes

Reaction equation

HRID 2398575 reaction equation
[CH2:1]([C:3]1[CH:8]=[C:7]([N+:9]([O-])=O)[CH:6]=[CH:5][C:4]=1[N:12]1[C:16](=[O:17])[C:15]2=[CH:18][C:19]([Cl:22])=[CH:20][CH:21]=[C:14]2[C:13]1=[O:23])[CH3:2].[H][H]>C(OCC)(=O)C.[Ni]>[CH2:1]([C:3]1[CH:8]=[C:7]([NH2:9])[CH:6]=[CH:5][C:4]=1[N:12]1[C:16](=[O:17])[C:15]2=[CH:18][C:19]([Cl:22])=[CH:20][CH:21]=[C:14]2[C:13]1=[O:23])[CH3:2]

Participants

5

Reactant 2

HCID 22761658HCID 22761658, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22761661HCID 22761661, compoundYield 53.3%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The solution of 1.65 g of N-(2-ethyl-4-nitrophenyl)-4-chlorophthalimide in 80 ml of ethyl acetate is hydrogenated over 5 g of Raney Nickel at 2.5 atm. of hydrogen pressure for 5 hours. After filtration the residue of 1.5 g is crystallized from ethyl acetate-hexane to give 800 mg of the N-(2-ethyl-4-aminophenyl)-4-chlorophthalimide melting at 118°-120°.

Workup

  1. filtrationAfter filtration the residue of 1.5 g
  2. customis crystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-6c718ccb1527441f8e9f0e585aa9ebd4
Source dataset
uspto-grants-1977_05
Patent number
US04025505

Reaction notes

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