Dimethylformamide → 2-(4-Aminophenylsulfinyl)quinoline

HRID 55087Notes

Reaction equation

HRID 55087 reaction equation
[N+](C1C=CC([C:10]2[C:11]([S:20](C3C(C4C=CC([N+]([O-])=O)=CC=4)=CC4C(=CC=CC=4)N=3)(=O)=[O:21])=[N:12][C:13]3[C:18]([CH:19]=2)=[CH:17][CH:16]=[CH:15][CH:14]=3)=CC=1)([O-])=O.C[N:43]([CH:45]=O)C>C(O)C.[Pd]>[NH2:43][C:45]1[CH:17]=[CH:18][C:13]([S:20]([C:11]2[CH:10]=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:12]=2)=[O:21])=[CH:14][CH:15]=1

Participants

5

Reactant 2

HCID 6228DimethylformamideHCID 867507624-Nitrophenyl-2-quinolylsulfone

Product 1

HCID 189716682-(4-Aminophenylsulfinyl)quinoline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

4--Nitrophenyl-2-quinolylsulfone (9.0 mmoles, 2.7 g) was dissolved in 200 ml ethanol and 75 ml DMF and was then hydrogenated over 2.2 g 5% Pd/C at room temperature for 3 hr. The reaction mixture was then filtered through celite and condensed to afford 2-(4-aminophenylsulfinyl)quinoline.

Workup

  1. filtrationThe reaction mixture was then filtered through celite and condensed

Sources & evidence

ORD record
ord-7d2d86d0a7b144b5abc3f622a9f1f200
Source dataset
uspto-grants-1997_04
Patent number
US05624937

Reaction notes

Loading…