Tert-Butyl nitrite → HCID 14280195, Verbindung

HRID 842161Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 842161
N[C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=[C:4]([C:19]([F:22])([F:21])[F:20])[C:3]=1[C:23]#[N:24].N(OC(C)(C)C)=O>O1CCCC1>[C:23]([C:3]1[C:4]([C:19]([F:22])([F:20])[F:21])=[N:5][N:6]([C:7]2[C:8]([Cl:18])=[CH:9][C:10]([C:14]([F:16])([F:17])[F:15])=[CH:11][C:12]=2[Cl:13])[CH:2]=1)#[N:24]

Komponenten

4

Edukt 2

HCID 10906Tert-Butyl nitrite2×HCID 101349005-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-3-(trifluoromethyl)pyrazole-4-carbonitrile

Produkt 1

HCID 14280195HCID 14280195, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a solution of 5-amino-4-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-trifluoromethylpyrazole (2.33 g) in dry tetrahydrofuran (30 ml) was added with stirring at room temperature, a solution of tert-butyl nitrite (1.36 ml) in dry tetrahydrofuran (5 ml) during 2 minutes. The solution was then heated under reflux for 1 hour and cooled, and additional tert-butyl nitrite (2.72 ml) was added. The solution was heated under reflux for 30 minutes, and left to cool overnight. Evaporation in vacuo gave an orange oil, which was purified by chromatography on silica (Merck, 40-230 mesh, 0.7 kg cm−2) eluting with dichloromethane-hexane (1:1). The product was finally recrystallized from hexane to give 4-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-trifluoromethyl-pyrazole, m.p. 121-123° C., as white crystals.

Aufarbeitung

  1. temperatureThe solution was then heated
  2. temperatureunder reflux for 1 hour
  3. temperaturecooled
  4. temperatureThe solution was heated
  5. temperatureunder reflux for 30 minutes
  6. waitleft
  7. temperatureto cool overnight
  8. customEvaporation in vacuo
  9. customgave an orange oil, which
  10. customwas purified by chromatography on silica (Merck, 40-230 mesh, 0.7 kg cm−2)
  11. washeluting with dichloromethane-hexane (1:1)
  12. customThe product was finally recrystallized from hexane

Quellen und Nachweise

ORD-Eintrag
ord-5f46938f4b094eba8cd529e6117143cd
Quelldatensatz
uspto-grants-2002_04
Patentnummer
US06372774B1

Notizen zur Reaktion

Wird geladen…