3-Aminobenzamide → HCID 354311, compound

HRID 1586617Notes

Reaction equation

HRID 1586617 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([NH2:7])=[O:6].NC1C=CC=CC=1C(N)=O.[CH3:21][O:22][CH2:23][CH2:24]O>[Ni]>[CH3:21][O:22][CH2:23][CH2:24][NH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([NH2:7])=[O:6]

Participants

5

Reactant 3

HCID 16453-AminobenzamideHCID 6942AnthranilamideHCID 80192-Methoxyethanol

Product 1

HCID 354311HCID 354311, compound

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

10 g of 3-aminobenzamide and 30 g of rainy nickel were mixed with 150 ml of 2-methoxy ethanol and refluxed for 15 hours. (Molar ratio of aminobenzamide:solvent=1:26.) Celite was added to the reaction mixture and the debris removed by filtration. The filtrate was then evaporated under reduced pressure and the product, 3-(2-methoxyethylamino)benzamide crystallized on cooling, mp 89°-91° C.

Workup

  1. temperaturerefluxed for 15 hours
  2. customthe debris removed by filtration
  3. customThe filtrate was then evaporated under reduced pressure
  4. customthe product, 3-(2-methoxyethylamino)benzamide crystallized
  5. temperatureon cooling

Sources & evidence

ORD record
ord-0c4e2b49102548bb8046a5497f0b803d
Source dataset
uspto-grants-1993_06
Patent number
US05215738

Reaction notes

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