Thionyl Chloride → (3,5-Dichloro-6-fluoro-2-pyridyloxy)acetyl chloride

HRID 1448412Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1448412
[Cl:1][C:2]1[C:3]([O:10][CH2:11][C:12]([OH:14])=O)=[N:4][C:5]([F:9])=[C:6]([Cl:8])[CH:7]=1.S(Cl)([Cl:17])=O>>[Cl:1][C:2]1[C:3]([O:10][CH2:11][C:12]([Cl:17])=[O:14])=[N:4][C:5]([F:9])=[C:6]([Cl:8])[CH:7]=1

Komponenten

3

Edukt 2

HCID 24386Thionyl ChlorideHCID 20379575(3,5-Dichloro-6-fluoro-2-pyridyloxy) acetic acid

Produkt 1

HCID 20379628(3,5-Dichloro-6-fluoro-2-pyridyloxy)acetyl chloride

Versuchsvorschrift

A solution was prepared by admixing 8.6 grams (0.036 mole) of 3,5-dichloro-6-fluoro-2-pyridyloxy acetic acid in 15 milliliters of thionyl chloride. The mixture was refluxed for about 50 minutes. At the completion of the reaction, the excess thionyl chloride was removed by distillation. The liquid residue was cooled and the crystals which formed were separated. The (3,5-dichloro-6-fluoro-2-pyridyloxy)acetyl chloride product was recovered in a yield of 8.4 grams (92 percent of theoretical). Upon analysis, the product was found to have carbon, hydrogen, chlorine and nitrogen contents of 32.9, 0.9, 41.9 and 5.3 percent, respectively as compared with the theoretical contents of 32.8, 0.4, 41.4 and 5.5 percent, respectively, as calculated for the above-named compound.

Aufarbeitung

  1. customA solution was prepared
  2. temperatureThe mixture was refluxed for about 50 minutes
  3. customAt the completion of the reaction
  4. customthe excess thionyl chloride was removed by distillation
  5. temperatureThe liquid residue was cooled
  6. customthe crystals which formed
  7. customwere separated
  8. customThe (3,5-dichloro-6-fluoro-2-pyridyloxy)acetyl chloride product was recovered in a yield of 8.4 grams (92 percent of theoretical)

Quellen und Nachweise

ORD-Eintrag
ord-85ed653cad734f2d98f19c449b25a007
Quelldatensatz
uspto-grants-1979_12
Patentnummer
US04180395

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