Lawesson's reagent → 4-Chloro-3,5-bis(trifluoromethyl)benzothioamide
Reaktionsgleichung
[Cl:1][C:2]1[C:10]([C:11]([F:14])([F:13])[F:12])=[CH:9][C:5]([C:6]([NH2:8])=O)=[CH:4][C:3]=1[C:15]([F:18])([F:17])[F:16].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:28])=CC=1>C1(C)C=CC=CC=1>[Cl:1][C:2]1[C:10]([C:11]([F:14])([F:13])[F:12])=[CH:9][C:5]([C:6](=[S:28])[NH2:8])=[CH:4][C:3]=1[C:15]([F:18])([F:17])[F:16]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 90 °C
Versuchsvorschrift
To a solution of 4-chloro-3,5-bis(trifluoromethyl)benzamide (1.2 g) in toluene (20 mL) was added Lawesson's reagent (3.32 g, 2.0 eq.). The reaction mixture was stirred at 90° C. for 8 h before being cooled to room temperature and filtered. The filtrate was poured into water and extracted with EtOAc (3×100 mL). The combined organic extracts were washed with brine (3×50 mL), dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure (25° C., 20 mmHg) to afford 2 g of crude compound. The crude compound was purified by combi-flash chromatography (eluting with 7% EtOAc:hexane) to afford 1.0 g of desired compound (yield: 79%).
Aufarbeitung
- temperaturebefore being cooled to room temperature
- filtrationfiltered
- additionThe filtrate was poured into water
- extractionextracted with EtOAc (3×100 mL)
- washThe combined organic extracts were washed with brine (3×50 mL)
- dry with materialdried over anhydrous Na2SO4
- filtrationfiltered
- concentrationconcentrated under reduced pressure (25° C., 20 mmHg)
- customto afford 2 g of crude compound
- customThe crude compound was purified by combi-flash chromatography (eluting with 7% EtOAc:hexane)
Quellen und Nachweise
- ORD-Eintrag
- ord-a33a81295bdf4112ab6861443d748f3d
- Quelldatensatz
- uspto-grants-2015_04
- Patentnummer
- US08999996B2
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