Water → HCID 501229, compound

HRID 2300988Notes

Reaction equation

HRID 2300988 reaction equation
[Cl:1][C:2]1[C:3]([S:9]([CH2:12][C:13]2[CH:18]=[C:17]([CH3:19])[CH:16]=[CH:15][C:14]=2[CH3:20])(=[O:11])=[O:10])=[N+:4]([O-:8])[CH:5]=[CH:6][CH:7]=1.C(Cl)(Cl)(Cl)[Cl:22].O>CN(C)C=O>[Cl:1][C:2]1[C:3]([S:9]([CH:12]([Cl:22])[C:13]2[CH:18]=[C:17]([CH3:19])[CH:16]=[CH:15][C:14]=2[CH3:20])(=[O:11])=[O:10])=[N+:4]([O-:8])[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 5943Carbon TetrachlorideHCID 18377469HCID 18377469, compound

Product 1

HCID 501229HCID 501229, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
15 °C

Procedure

To a suspension of 2.2 g (0.01 mole) of 3-chloro-2-[[1-(2,5-dimethylphenyl)-methyl]sulfonyl]pyridine-N-oxide in 10 ml of dimethylformamide (DMF) was added 2 g (0.013 mole) of carbon tetrachloride. The mixture was cooled to 15° C. and then treated with 0.5 g (0.013 mole) of NaOFl. The mixture was stirred and allowed to warm to room temperature for two hours. It was then poured into cold water and the solid was filtered off, having a melting point of 125-127° C. Infrared and NMR spectra were consistent with the proposed structure.

Workup

  1. additiontreated with 0.5 g (0.013 mole) of NaOFl
  2. temperatureto warm to room temperature for two hours
  3. filtrationthe solid was filtered off

Sources & evidence

ORD record
ord-8c5693ea254745ce97c5b6f6a8590dd8
Source dataset
uspto-grants-2002_12
Patent number
US06498254B1

Reaction notes

Loading…