5-(Benzenesulfinyl)-2-nitroaniline → 4-(Benzenesulfinyl)benzene-1,2-diamine
Reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([S:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:9])[CH:5]=[CH:4][C:3]=1[N+:16]([O-])=O.[H][H]>CO>[NH2:16][C:3]1[CH:4]=[CH:5][C:6]([S:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:9])=[CH:7][C:2]=1[NH2:1]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
5.4 G. of 2-amino-4-phenylsulfinyl-1-nitrobenzene is hydrogenated at 1 atmosphere pressure in 500 ml. methanol in the presence of 5 g. 5% palladized carbon, until the theoretical uptake of hydrogen has occurred. The catalyst is removed by filtration and the filtrate stripped under vacuum. The residue is recrystallized from methanol-benzene, yielding 1,2-diamino-4-phenylsulfinylbenzene.
Workup
- customThe catalyst is removed by filtration
- customThe residue is recrystallized from methanol-benzene
Sources & evidence
- ORD record
- ord-5383a2bfbc614bc382bb3a3d3ff3afb3
- Source dataset
- uspto-grants-1978_03
- Patent number
- US04080461
Reaction notes
Loading…