Sulfuryl chloride → HCID 21393472, compound

HRID 461328Notes

Reaction equation

HRID 461328 reaction equation
[CH3:1][O:2][C:3]1[C:8]([Cl:9])=[CH:7][C:6]([Cl:10])=[C:5]([Cl:11])[N:4]=1.S(Cl)([Cl:15])(=O)=O>C(Cl)(Cl)(Cl)Cl>[Cl:15][CH2:1][O:2][C:3]1[C:8]([Cl:9])=[CH:7][C:6]([Cl:10])=[C:5]([Cl:11])[N:4]=1

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 922792-Methoxy-3,5,6-trichloropyridine

Product 1

HCID 21393472HCID 21393472, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent2×

Procedure

To a solution of 92.2 g. (0.434 mole) 2-methoxy-3,5,6-trichloropyridine in 400 ml. carbon tetrachloride, which is illuminated and heated to reflux by a G.E. sunlamp, add dropwise over a period of 5 hours a solution of 58.6 g. (0.434 mole) sulfuryl chloride in 400 ml. carbon tetrachloride. The mixture is allowed to reflux for 1 hour, then is cooled and the solvent is evaporated in vacuum. The residue is a colorless liquid which is distilled through a 4-inch fractionating Claisen head to afford a pure fraction of 2-chloromethoxy-3,5,6-trichloropyridine, 52.5 g. (49%), b.p. 106°-110° C. at 1.3 mm. Hg.

Workup

  1. temperatureheated
  2. temperatureto reflux by a G.E
  3. additionsunlamp, add dropwise over a period of 5 hours a solution of 58.6 g
  4. temperatureto reflux for 1 hour
  5. temperatureis cooled
  6. customthe solvent is evaporated in vacuum
  7. distillationis distilled through a 4-inch

Sources & evidence

ORD record
ord-67fbffde78554749a8b47ae96168e7a9
Source dataset
uspto-grants-1977_12
Patent number
US04062853

Reaction notes

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