HCID 68120100, compound → HCID 70621330, compound

HRID 2398573Notes

Reaction equation

HRID 2398573 reaction equation
C(OC([NH:11][C:12]1[CH:17]=[CH:16][C:15]([CH3:18])=[C:14]([N:19]2[C:23](=[O:24])[C:22]3=[CH:25][C:26]([Cl:29])=[CH:27][CH:28]=[C:21]3[C:20]2=[O:30])[CH:13]=1)=O)C1C=CC=CC=1>[Pd].C(OCC)(=O)C>[NH2:11][C:12]1[CH:17]=[CH:16][C:15]([CH3:18])=[C:14]([N:19]2[C:23](=[O:24])[C:22]3=[CH:25][C:26]([Cl:29])=[CH:27][CH:28]=[C:21]3[C:20]2=[O:30])[CH:13]=1

Participants

4

Reactant 1

HCID 68120100HCID 68120100, compound

Product 1

HCID 70621330HCID 70621330, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The mixture of 0.75 g of N-(4-benzyloxycarbonylamino-o-tolyl)-4-chlorophthalimide 100 ml of ethyl acetate and 0.1 g of 10% palladium on charcoal is hydrogenated at 2.5 atm. and room temperature for 4 hours whereby the intermediarily formed carbaminic acid decarboxylates. The mixture is filtered, the filtrate concentrated to 10 ml and the precipitate formed collected, to yield the N-(4-amino-o-tolyl)-4-chlorophthalimide melting at 202°-204°.

Workup

  1. filtrationThe mixture is filtered
  2. concentrationthe filtrate concentrated to 10 ml
  3. customthe precipitate formed
  4. customcollected

Sources & evidence

ORD record
ord-cd843a87eb06483ea4f7f94ead04be85
Source dataset
uspto-grants-1977_05
Patent number
US04025505

Reaction notes

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