Phosgene → 2-Biphenylylsulfonylisocyanate

HRID 615530

Reaktionsgleichung

Reaktionsgleichung von HRID 615530
[C:1]1([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[S:7]([NH2:10])(=[O:9])=[O:8].C(N=[C:22]=[O:23])CCC.N12CCN(CC1)CC2.C(Cl)(Cl)=O>ClC1C=CC=CC=1>[C:1]1([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[S:7]([N:10]=[C:22]=[O:23])(=[O:9])=[O:8]

Komponenten

6

Edukt 4

HCID 6371Phosgene3×HCID 8110Butyl isocyanateHCID 9237DabcoHCID 123715202-Phenylbenzene-1-sulfonamide

Produkt 1

HCID 131033202-Biphenylylsulfonylisocyanate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7964ChlorobenzeneLösungsmittel

Versuchsvorschrift

23.3 g of 2-biphenylylsulfonamide, 10.9. g of n-butyl isocyanate, a catalytic amount of 1,4-diazabicyclo[2,2,2]-octane and 180 ml of chlorobenzene were refluxed with stirring for 2 hours. Then, phosgene in a slight excess of the theroretical amount was blown through the reaction mixture over 2 hours while maintaining the internal temperature at 115°-120° C. At this time, any unreacted phosgene escaping from the reaction system was trapped in a dry ice trap and returned to the reactor. After addition of the phosgene, the reaction mixture was further stirred at the reflux temperature for a short time to complete the reaction. The mixture was cooled, and if necessary, it was filtered under reduced pressure to remove the insoluble matter. It was then concentrated under reduced pressure, to obtain 20.0 g of 2-biphenylylsulfonylisocyanate. B.p. 135°-137° C./0.7-0.8 mmHg.

Aufarbeitung

  1. temperaturewhile maintaining the internal temperature at 115°-120° C
  2. stirringthe reaction mixture was further stirred at the reflux temperature for a short time
  3. customthe reaction
  4. temperatureThe mixture was cooled
  5. filtrationif necessary, it was filtered under reduced pressure
  6. customto remove the insoluble matter
  7. concentrationIt was then concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-35c9e98dc0e14b8ea55cba1d7f3e5a81
Quelldatensatz
uspto-grants-1985_02
Patentnummer
US04500342

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