Phosphorus pentachloride → Pyridine-3-sulfonyl chloride

HRID 36649

Reaktionsgleichung

Reaktionsgleichung von HRID 36649
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([S:7]([OH:10])(=O)=[O:8])[CH:2]=1.P(Cl)(Cl)(Cl)(Cl)[Cl:12]>C1(C)C=CC=CC=1.C1C=CC=CC=1>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([S:7]([Cl:12])(=[O:10])=[O:8])[CH:2]=1

Komponenten

5

Edukt 2

HCID 24819Phosphorus pentachlorideHCID 694683-Pyridinesulfonic acid

Produkt 1

HCID 3164136Pyridine-3-sulfonyl chlorideAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 241BenzeneLösungsmittelHCID 1140TolueneLösungsmittel

Versuchsvorschrift

3-Pyridylsulfonic acid (30 g, 0.188 mole) was added to PCl5 (46.8 g, 0.225 mole), suspended in 150 mL toluene and heated to reflux overnight. The suspension was cooled and concentrated to yield a yellow oil, which was diluted with benzene, filtered through a pad of celite and concentrated to give 30.7 g (92%) of 23-10 as a yellow oil, which was used in the next step without purification.

Aufarbeitung

  1. temperatureheated
  2. temperatureto reflux overnight
  3. temperatureThe suspension was cooled
  4. concentrationconcentrated
  5. customto yield a yellow oil, which
  6. filtrationfiltered through a pad of celite
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-bf556213779245328caa8e5257c096ab
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05416099

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