Acetamide, N-(2-methyl-4-nitrophenyl)- → 4'-Amino-2'-methylacetanilide
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
Product 1
Reagents, catalysts & solvents 2
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
- customwas carried out at 60° to 120° C
- customthe reaction mixture was removed immediately
- customthe Raney nickel was removed while hot, and thereafter the product
- additionwas poured into 100ml of methanol
- customto separate the 4-acetamino-3-methylaniline
- customproduced
Sources & evidence
- ORD record
- ord-1170cedb5a914ef7a9703441e9dbd141
- Source dataset
- uspto-grants-1977_02
- Patent number
- US04009205
Reaction notes
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