Benzenesulfonyl cyanide → 2-Benzenesulfonyl-5-chloropyridine

HRID 1953795

Reaktionsgleichung

Reaktionsgleichung von HRID 1953795
C(O[CH:5]=[C:6]([Cl:9])[CH:7]=[CH2:8])(=O)C.[C:10]1([S:16]([C:19]#[N:20])(=[O:18])=[O:17])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C1(C)C=CC=CC=1>[C:10]1([S:16]([C:19]2[CH:8]=[CH:7][C:6]([Cl:9])=[CH:5][N:20]=2)(=[O:17])=[O:18])[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Komponenten

4

Edukt 2

HCID 10313279Benzenesulfonyl cyanideHCID 542547732-Chloro-1,3-butadienyl acetate

Produkt 1

HCID 101989402-Benzenesulfonyl-5-chloropyridineAusbeute 90,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A tubular reactor (capacity:1 ml, voidage:100%) was heated to 100° C. To the reactor was fed a toluene solution of 2-chloro-1,3-butadienyl acetate (44 volume percent, 3.0 moles/L) at a flow rate of 6.4 ml/hour, and benzenesulfonyl cyanide (79 volume percent, 4.69 moles/L) at a flow rate of 4.1 ml/minute for 1 hour (residence time 5.7 minutes). The effluent was ice-cooled for recrystallization, the crystals were collected by filtration, washed with cold toluene and dried under reduced pressure using a vacuum pump to give 4.39 g of 2-benzenesulfonyl-5-chloropyridine (yield 90.1%).

Aufarbeitung

  1. customfor 1 hour
  2. custom(residence time 5.7 minutes)
  3. temperaturecooled for recrystallization
  4. filtrationthe crystals were collected by filtration
  5. washwashed with cold toluene
  6. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f7dad87f3dd9430488f110fdfe4b9bf2
Quelldatensatz
uspto-grants-2000_09
Patentnummer
US06118005

Verknüpfte Notizen

Wird geladen…