Chlorophenyl isocyanate → HCID 178518972, Verbindung

HRID 260894Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 260894
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]=[C:9]=[O:10].C[Si]([N:15]=[N+:16]=[N-:17])(C)C>>[CH:5]1[CH:4]=[C:3]([N:8]2[NH:17][N:16]=[N:15][C:9]2=[O:10])[C:2]([Cl:1])=[CH:7][CH:6]=1

Komponenten

3

Edukt 2

HCID 76833Chlorophenyl isocyanateHCID 78378Azidotrimethylsilane

Produkt 1

HCID 178518972HCID 178518972, VerbindungAusbeute 73,6 %

Versuchsvorschrift

A mixture of 2-chlorophenylisocyanate (7 g) and trimethylsilyl azide (7.9 g) was refluxed under heating for either hours and then the mixture was evaporated to remove excess trimethylsilyl azide under reduced pressure distillation, followed by addition of methanol to the resulting residue. Thereafter, the methanol was distilled off under reduced pressure. The resulting residue was purified by flash column chromatography (eluent: hexane:ethyl acetate = 2:1) to obtain the desired 1-(2-chlorophenyl)-5(4H)-tetrazolinone (6.6 g) having a m.p. in the range of from 124° to 125.5° C., in a yield of 73% of theory.

Aufarbeitung

  1. temperaturewas refluxed
  2. temperatureunder heating for either hours
  3. customthe mixture was evaporated
  4. customto remove excess trimethylsilyl azide
  5. distillationunder reduced pressure distillation
  6. additionfollowed by addition of methanol to the resulting residue
  7. distillationThereafter, the methanol was distilled off under reduced pressure
  8. customThe resulting residue was purified by flash column chromatography (eluent: hexane:ethyl acetate = 2:1)

Quellen und Nachweise

ORD-Eintrag
ord-3fcef35fa0ee4454a3b1ad854e1a5147
Quelldatensatz
uspto-grants-1996_06
Patentnummer
US05530135

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