2-Amino-3-benzoyl-5-chloro-α-(methylthio)benzeneacetamide → 2-AMino-3-benzoyl-5-chlorobenzeneacetaMide

HRID 1446826Notes

Reaction equation

HRID 1446826 reaction equation
[NH2:1][C:2]1[C:7]([C:8](=[O:15])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:6][C:5]([Cl:16])=[CH:4][C:3]=1[CH:17](SC)[C:18]([NH2:20])=[O:19]>[Ni].C(O)C.CN(C)C=O>[NH2:1][C:2]1[C:7]([C:8](=[O:15])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:6][C:5]([Cl:16])=[CH:4][C:3]=1[CH2:17][C:18]([NH2:20])=[O:19]

Participants

5

Reactant 1

HCID 670799562-Amino-3-benzoyl-5-chloro-α-(methylthio)benzeneacetamide

Product 1

HCID 178767402-AMino-3-benzoyl-5-chlorobenzeneacetaMide

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 702EthanolSolventHCID 6228DimethylformamideSolvent

Procedure

A mixture of 21.34 g (0.0639 mole) of 2-amino-3-benzoyl-5-chloro-α-(methylthio)-phenylacetamide and excess Raney nickel in a mixture of 900 ml of absolute ethanol and 200 ml of dimethylformamide was stirred at room temperature for 45 min. The mixture was filtered through celite to remove the Raney nickel. The solvent was removed in vacuo to give a yellow solid which when recrystallized melted at 213.5°-215.0° C.(d).

Workup

  1. filtrationThe mixture was filtered through celite
  2. customto remove the Raney nickel
  3. customThe solvent was removed in vacuo
  4. customto give a yellow solid which when
  5. customrecrystallized melted at 213.5°-215.0° C.(d)

Sources & evidence

ORD record
ord-3d4b8b6afa974027b6a4a17c4d914055
Source dataset
uspto-grants-1982_02
Patent number
US04313949

Reaction notes

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