2-(3-Acetylureido)-5-(3-trifluoromethylphenylsulfonyloxy)nitrobenzene → 2-(3-Acetylureido)-5-(3-trifluoromethylphenylsulfonyloxy)aniline
Reaction equation
[C:1]([NH:4][C:5](=[O:30])[NH:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][S:14]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=2)(=[O:16])=[O:15])=[CH:9][C:8]=1[N+:27]([O-])=O)(=[O:3])[CH3:2].[H][H]>CO.COCCO.[Ni]>[C:1]([NH:4][C:5](=[O:30])[NH:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][S:14]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:24])([F:26])[F:25])[CH:18]=2)(=[O:15])=[O:16])=[CH:9][C:8]=1[NH2:27])(=[O:3])[CH3:2]Participants
6
Reactant 2
Product 1
Reagents, catalysts & solvents 3
Procedure
59 g of 2-(3-acetylureido)-5-(3-trifluoromethylphenylsulfonyloxy)nitrobenzene in 200 ml of methanol and 200 ml of 2-methoxyethanol are hydrogenated under normal pressure with a catalytic amount of Raney nickel. After hydrogen uptake is complete, the catalyst is filtered off with suction, washed with warm 2-methoxyethanol and the solution is evaporated under reduced pressure. Water is added to the residue and it is then filtered off with suction, washed with water and dried over sodium hydroxide, melting point 182° C.
Workup
- filtrationthe catalyst is filtered off with suction
- washwashed with warm 2-methoxyethanol
- customthe solution is evaporated under reduced pressure
- additionWater is added to the residue and it
- filtrationis then filtered off with suction
- washwashed with water
- dry with materialdried over sodium hydroxide, melting point 182° C.
Sources & evidence
- ORD record
- ord-9a3d943268f24b79bb1d5b2dca8f26fe
- Source dataset
- uspto-grants-1985_03
- Patent number
- US04504490
Reaction notes
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