Dimethylformamide → HCID 13304277, compound

HRID 1903828Notes

Reaction equation

HRID 1903828 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[CH2:9][S:10]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][N+:14]=1[O-:19])(=[O:12])=[O:11].[CH3:20]N(C)C=O.[OH-].[Na+].COS(OC)(=O)=O>O>[Cl:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[C:3]=1[CH:9]([S:10]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][N+:14]=1[O-:19])(=[O:12])=[O:11])[CH3:20]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 6497Dimethyl SulfateHCID 14798Sodium HydroxideHCID 5011042-[(2,6-Dichlorophenyl)methanesulfonyl]-1-oxo-1lambda~5~-pyridine

Product 1

HCID 13304277HCID 13304277, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-(2,6-Dichlorophenyl)methylsulfonyl pyridine 1-oxide* (1.75 g, 5.5 mmol) was added in one portion to a stirring solution of 20 mls of dimethylformamide containing 0.24 g of sodium hydroxide and 0.77 g of dimethylsulfate (6.1 mmol). The mixture was allowed to stir at room temperature for 1 h, then poured into 300 ml of rapidly stirring water whereupon a precipitate formed. The precipitate was filtered off, washed with water, and air dried to afford 1.38 g product, m.p. 179°-183° (74% yield).

Workup

  1. customformed
  2. filtrationThe precipitate was filtered off
  3. washwashed with water, and air
  4. customdried

Sources & evidence

ORD record
ord-54fbb8616cda44adb9d0a6a7ea89e28e
Source dataset
uspto-grants-1984_03
Patent number
US04438271

Reaction notes

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