5-(Benzenesulfinyl)-2-nitroaniline → 4-(Benzenesulfinyl)benzene-1,2-diamine

HRID 596583Notes

Reaction equation

HRID 596583 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

HCID 130355725-(Benzenesulfinyl)-2-nitroanilineHCID 178418361HCID 178418361, compound

Product 1

HCID 130355734-(Benzenesulfinyl)benzene-1,2-diamine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5.4 G. of 2-amino-4-phenylsulfinyl-1-nitrobenzen 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

  1. customThe catalyst is removed by filtration
  2. customThe residue is recrystallized from methanol-benzene

Sources & evidence

ORD record
ord-4f0e5dcf70bb4d97b8a1bcef74d802bb
Source dataset
uspto-grants-1977_03
Patent number
US04011320

Reaction notes

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