Phosphorus trichloride → HCID 501246, compound

HRID 2300998Notes

Reaction equation

HRID 2300998 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[CH:9]([S:11]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N+:15]=1[O-])(=[O:13])=[O:12])[CH3:10].P(Cl)(Cl)Cl>C(Cl)(Cl)Cl>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[CH:9]([S:11]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1)(=[O:12])=[O:13])[CH3:10]

Participants

4

Reactant 2

HCID 24387Phosphorus trichlorideHCID 501133Dimenoxypyrin

Product 1

HCID 501246HCID 501246, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 4.7 g (0.017 mole) of 2-[1-(2,5-Dimethylphenyl)-ethylsulfonyl]-pyridine-N-oxide, 60 ml of chloroform, and 7.5 g (0.055 mole) of PCl3 were placed in a 100 ml round bottom flask equipped with a magnetic stirrer and reflux condenser. The mixture was refluxed for one hour, and then the solvent was removed under reduced pressure using a rotovap. To the residue was added 25 ml of ethanol, followed by a second evaporation. The residue crystallized to give a white solid, which was recrystallized from ethanol. Obtained were 3.0 g of product having a melting point of 95-96° C. The IR, NMR and mass spectra were consistent with the proposed structure.

Workup

  1. customwere placed in a 100 ml round bottom flask
  2. customequipped with a magnetic stirrer
  3. temperaturereflux condenser
  4. temperatureThe mixture was refluxed for one hour
  5. customthe solvent was removed under reduced pressure
  6. additionTo the residue was added 25 ml of ethanol
  7. customfollowed by a second evaporation
  8. customThe residue crystallized
  9. customto give a white solid, which
  10. customwas recrystallized from ethanol
  11. customObtained

Sources & evidence

ORD record
ord-c96ba3c5839742578ac2fde5cebb90f3
Source dataset
uspto-grants-2002_12
Patent number
US06498254B1

Reaction notes

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