Thionyl Chloride → 3-Chloroisonicotinoyl chloride hydrochloride

HRID 2067183Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2067183
[Cl:1][C:2]1[CH:10]=[N:9][CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:13])=O>C1(C)C=CC=CC=1>[ClH:1].[Cl:1][C:2]1[CH:10]=[N:9][CH:8]=[CH:7][C:3]=1[C:4]([Cl:13])=[O:5]

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 27358163-Chloropyridine-4-carboxylic acid

Produkt 1

HCID 866418943-Chloroisonicotinoyl chloride hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a suspension of 3-chloroisonicotinic acid (750 mg, 4.76 mmol, 1.0 eq) in 25 mL of toluene was added thionyl chloride (3.0 mL, 41.6 mmol, 8.7 eq) at room temperature. The reaction mixture was stirred at 100° C. for 3 hours. The mixture was concentrated under reduced pressure, dissolved in 25 mL of toluene and concentrated again to give crude 3-chloroisonicotinoyl chloride hydrochloride salt, which was used in the next step without further purification.

Aufarbeitung

  1. concentrationThe mixture was concentrated under reduced pressure
  2. dissolutiondissolved in 25 mL of toluene
  3. concentrationconcentrated again

Quellen und Nachweise

ORD-Eintrag
ord-a2dcbbe64fab4a199e4686f9206545c4
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08293769B2

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