Thionyl Chloride → HCID 86241971, compound

HRID 1817872Notes

Reaction equation

HRID 1817872 reaction equation
[CH2:1]([S:3]([C:6]1[CH:7]=[C:8]([N+:13]([O-:15])=[O:14])[C:9](O)=[N:10][CH:11]=1)(=[O:5])=[O:4])[CH3:2].S(Cl)([Cl:18])=O>CN(C)C=O>[Cl:18][C:9]1[C:8]([N+:13]([O-:15])=[O:14])=[CH:7][C:6]([S:3]([CH2:1][CH3:2])(=[O:5])=[O:4])=[CH:11][N:10]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 178477663HCID 178477663, compound

Product 1

HCID 86241971HCID 86241971, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Procedure

To a solution of 5-(ethylsulfonyl)-3-nitropyridin-2-ol (Step C, 575 mg, 2.5 mmol) in thionyl chloride (7 mL) was added N,N-dimethylformamide (one drop). The mixture was stirred under reflux for 2 h and concentrated to afford the crude title compound as a white solid.

Workup

  1. temperatureunder reflux for 2 h
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-1b091802f7314d1888aa95f9e03bdc57
Source dataset
uspto-grants-2009_10
Patent number
US07598393B2

Reaction notes

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