HCID 70622593, compound → HCID 70621330, compound

HRID 1703461Notes

Reaction equation

HRID 1703461 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]([Cl:21])=[CH:19][CH:20]=[C:13]3[C:12]2=[O:22])[CH:5]=1)([O-])=O>[Ni].C(OCC)(=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]([Cl:21])=[CH:19][CH:20]=[C:13]3[C:12]2=[O:22])[CH:5]=1

Participants

4

Reactant 1

HCID 70622593HCID 70622593, compound

Product 1

HCID 70621330HCID 70621330, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The mixture of 12.4 g of N-(4-nitro-o-tolyl)-4-chlorophthalimide, 1.0 lt. ethyl acetate and 10 ml of an ethanolic suspension containing 6.9 g of Raney nickel is hydrogenated at 2.8 atm. and room temperature for 12 hours. It is filtered, concentrated to about half of its original volume and the precipitate formed collected, to yield the N-(4-amino-o-tolyl)-4-chlorophthalimide melting at 201°-203°.

Workup

  1. filtrationIt is filtered
  2. concentrationconcentrated to about half of its original volume
  3. customthe precipitate formed
  4. customcollected

Sources & evidence

ORD record
ord-99e2ce13f26a4487ae4e9421287f0ac2
Source dataset
uspto-grants-1978_11
Patent number
US04124593

Reaction notes

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