Tert-Butyl nitrite → HCID 9952800, Verbindung
Reaktionsgleichung
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]#[N:20])[C:3]=1[CH:21]1[CH2:27][CH2:26][CH2:25][CH2:24][CH:23]=[CH:22]1.N(OC(C)(C)C)=O>C1COCC1>[C:19]([C:4]1[C:3]([CH:21]2[CH2:27][CH2:26][CH2:25][CH2:24][CH:23]=[CH:22]2)=[CH:2][N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:15])([F:16])[F:17])=[CH:9][C:8]=2[Cl:18])[N:5]=1)#[N:20]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 67.5 °C
Versuchsvorschrift
To 5-amino-3-cyano-4-(cyclohept-2-enyl)-1-(2,6-dichloro-4-trifluoromethylphenyl)-pyrazole (208 mg, 0.5 mmol, Example 10) in dry THF (8 ml) heated at 65° C. was added dropwise tert-butyl nitrite (160 mg, 1.5 mmol) in dry THF (2 ml) over 30 min. The solution was heated for a further 2 hr at 65-70° C. The solvent was removed in vacuo and the resulting brown oil purified by silica chromatography (eluting with hexane, hexane/diethyl ether 19/1, hexane/diethyl ether 9/1, hexane/diethyl ether 4/1, hexaneldiethyl ether 1/1, finally diethyl ether). The resulting orange solid was recrystallised from hexane to yield 80 mg of the title compound as a cream solid.
Aufarbeitung
- customThe solvent was removed in vacuo
- customthe resulting brown oil purified by silica chromatography (
- washeluting with hexane, hexane/diethyl ether 19/1, hexane/diethyl ether 9/1, hexane/diethyl ether 4/1, hexaneldiethyl ether 1/1, finally diethyl ether)
- customThe resulting orange solid was recrystallised from hexane
Quellen und Nachweise
- ORD-Eintrag
- ord-4d0d33439d4f43ec9fca6e440fe780f4
- Quelldatensatz
- uspto-grants-2000_06
- Patentnummer
- US06077859
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