1-Chloro-3-nitro-2-(propan-2-ylsulfanyl)benzene → 3-Chloro-2-(isopropylthio)aniline
Reaktionsgleichung
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-])=O)[C:3]=1[S:11][CH:12]([CH3:14])[CH3:13].[H][H]>[Ni].CO>[NH2:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[C:3]=1[S:11][CH:12]([CH3:14])[CH3:13]Komponenten
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 100 °C
Versuchsvorschrift
40 g of 2-chloro-6-nitrophenyl-isopropylsulfane, 160 g of methanol and 2.4 g of Raney nickel 37-1 (methanol-moist) were initially introduced into a 0.7 l steel autoclave. After rinsing with nitrogen, 70 bar of hydrogen were forced in and the contents of the autoclave were heated to 100° C., while stirring. The hydrogen pressure was increased to 80 bar. After 50 minutes, the uptake of hydrogen had ended. The mixture was kept under the reaction conditions for a further 30 minutes. After cooling, letting down the hydrogen and removing the catalyst, the solvent was distilled off. Crude 2-amino-6-chlorophenyl-isopropylsulfane was already obtained as a 99% pure product (GC) which contained only 0.2% of 2-aminophenyl-isopropylsulfane (formed by dechlorination) and only 0.3% of m-chloroaniline (formed by desulfurization). The yield was 34.5 g.
Aufarbeitung
- washAfter rinsing with nitrogen, 70 bar of hydrogen
- temperatureThe hydrogen pressure was increased to 80 bar
- customThe mixture was kept under the reaction conditions for a further 30 minutes
- temperatureAfter cooling
- customremoving the catalyst
- distillationthe solvent was distilled off
Quellen und Nachweise
- ORD-Eintrag
- ord-882c40b6950644b090fbbb8efdcdb21e
- Quelldatensatz
- uspto-grants-1999_02
- Patentnummer
- US05872300
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