Acetamide, N-(2-methyl-4-nitrophenyl)- → 4'-Amino-2'-methylacetanilide

HRID 436544

Reaction equation

HRID 436544 reaction equation
[NH:1]([C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-])=O)=[CH:7][C:6]=1[CH3:14])[C:2]([CH3:4])=[O:3].[H][H]>[Ni].CN(C)C=O>[NH:1]([C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][C:6]=1[CH3:14])[C:2]([CH3:4])=[O:3]

Participants

5

Reactant 2

HCID 75936Acetamide, N-(2-methyl-4-nitrophenyl)-HCID 178418361HCID 178418361, compound

Product 1

HCID 3143384'-Amino-2'-methylacetanilide

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 6228DimethylformamideSolvent

Procedure

19.4g (0.1 mole) of 4-acetamino-3-methyl-nitrobenzene, 30g of dimethylformamide and 1g of fresh-developed Raney nickel were fed in an autoclave, 50kg/cm2 of hydrogen was then fed thereto, and, after the reaction was carried out at 60° to 120° C while stirring, the reaction mixture was removed immediately, the Raney nickel was removed while hot, and thereafter the product was poured into 100ml of methanol to separate the 4-acetamino-3-methylaniline produced.

Workup

  1. customwas carried out at 60° to 120° C
  2. customthe reaction mixture was removed immediately
  3. customthe Raney nickel was removed while hot, and thereafter the product
  4. additionwas poured into 100ml of methanol
  5. customto separate the 4-acetamino-3-methylaniline
  6. customproduced

Sources & evidence

ORD record
ord-1170cedb5a914ef7a9703441e9dbd141
Source dataset
uspto-grants-1977_02
Patent number
US04009205

Linked notes

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