3-(3-Nitrophenylthio)pyridine → 3-(Pyridin-3-ylthio)aniline

HRID 710608Notes

Reaction equation

HRID 710608 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([S:10][C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)[CH:7]=[CH:8][CH:9]=1)([O-])=O.[H][H]>C1COCC1.[Pd]>[N:13]1[CH:14]=[CH:15][CH:16]=[C:11]([S:10][C:6]2[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=2)[NH2:1])[CH:12]=1

Participants

5

Reactant 2

HCID 1184923323-(3-Nitrophenylthio)pyridineHCID 178418361HCID 178418361, compound

Product 1

HCID 1184923303-(Pyridin-3-ylthio)anilineYield 71.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

3-(3-nitrophenylthio)pyridine (3.2 g, 13.8 mmol) was dissolved in 200 ml of THF, 2 g of palladium on carbon was added, reacted with hydrogen gas at normal pressure and 50° C. for 8 h. Suction filtration was carried out, and the reaction solution was concentrated to obtain an object product 2 g.

Workup

  1. filtrationSuction filtration
  2. concentrationthe reaction solution was concentrated

Sources & evidence

ORD record
ord-20382fcac6184425b53cb18c0b2e7afb
Source dataset
uspto-grants-2015_11
Patent number
US09181244B1

Reaction notes

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