3-Nitro 6-(2-pyridylthio) imidazo [1,2-a] pyridine → 3-Amino-6-(2-pyridylthio) imidazo [1,2-a] pyridine

HRID 614851Notes

Reaction equation

HRID 614851 reaction equation
[N+:1]([C:4]1[N:8]2[CH:9]=[C:10]([S:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=3)[CH:11]=[CH:12][C:7]2=[N:6][CH:5]=1)([O-])=O.[H][H]>[Pd].O1CCOCC1>[NH2:1][C:4]1[N:8]2[CH:9]=[C:10]([S:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=3)[CH:11]=[CH:12][C:7]2=[N:6][CH:5]=1

Participants

5

Reactant 2

HCID 538630633-Nitro 6-(2-pyridylthio) imidazo [1,2-a] pyridineHCID 178418361HCID 178418361, compound

Product 1

HCID 542000433-Amino-6-(2-pyridylthio) imidazo [1,2-a] pyridine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 312751,4-DioxaneSolvent

Procedure

A solution of 0.542 gm. (0.002 mole) of 3-nitro-6-(2-pyridylthio) imidazo [1,2-a] pyridine in 20 ml. of dioxane is reduced at 40 psi. under a hydrogen atmosphere with 0.500 g. of 5% palladium on carbon as catalyst. When the uptake of hydrogen is complete, the catalyst is removed by filtration. The filtrate is evaporated in vacuo to yield 3-amino-6-(2-pyridylthio) imidazo [1,2-a] pyridine.

Workup

  1. customthe catalyst is removed by filtration
  2. customThe filtrate is evaporated in vacuo

Sources & evidence

ORD record
ord-88f7e679dbed4326a4b4e7697febc684
Source dataset
uspto-grants-1979_03
Patent number
US04146642

Reaction notes

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