2,5-Dibromopyridine → 5-Bromo-2-(methylthio)pyridine

HRID 860986Notes

Reaction equation

HRID 860986 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][C:5](Br)=[CH:6][CH:7]=1.[CH3:9][S:10]C.[Na]>CS(C)=O.O>[Br:1][C:2]1[CH:3]=[N:4][C:5]([S:10][CH3:9])=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 693532,5-DibromopyridineHCID 86593196Sodium methylsulfide

Product 1

HCID 114242515-Bromo-2-(methylthio)pyridine

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Procedure

To a solution of 3,6-dibromopyridine (1.0 eq.) in DMSO (0.3M) was added sodium methylsulfide (1.1 eq.). The mixture was stirred for 2 d at rt then poured in water. The resulting precipitate was filtered to afford the title compound as white solid.

Workup

  1. filtrationThe resulting precipitate was filtered

Sources & evidence

ORD record
ord-de10f32505254ca7b00fb2a492a2692d
Source dataset
uspto-grants-2006_12
Patent number
US07153968B2

Reaction notes

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