Triethylamine → 2-Amino-3-benzoyl-5-methoxy-alpha-(methylthio)benzeneacetonitrile
Reaktionsgleichung
ClCl.[CH3:3][S:4][CH2:5][C:6]#[N:7].[NH2:8][C:9]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][C:10]=1[C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:12].C(N(CC)CC)C>C(Cl)Cl>[NH2:8][C:9]1[C:10]([C:11](=[O:12])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:19][C:20]([O:23][CH3:24])=[CH:21][C:22]=1[CH:5]([S:4][CH3:3])[C:6]#[N:7]Komponenten
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- -70 °C
Versuchsvorschrift
To a solution of 4.0 ml (0.088 mole) of chlorine in 200 ml of methylene chloride cooled to -70° C. is added dropwise a solution of 7.65 g (0.088 mole) of methylthioacetonitrile in 1 liter of methylene chloride while maintaining the temperature below -65° C. After several minutes a solution containing 0.2 mole of 2-amino-5-methoxybenzophenone in 100 ml of methylene chloride is added dropwise over a 30 min period. The mixture is stirred at -70° C. for about 1.5 hr and 18 g (0.18 mole) of triethylamine is added. The mixture is stirred for about an hour at -70° C. and then allowed to warm to ambient temperature. The mixture is washed with water, dried over sodium sulfate and concentrated under reduced pressure. The residue is recrystallized from a suitable solvent, e.g., 2-propanol, to give the title product.
Aufarbeitung
- temperaturewhile maintaining the temperature below -65° C
- additionis added dropwise over a 30 min period
- stirringThe mixture is stirred for about an hour at -70° C.
- temperatureto warm to ambient temperature
- washThe mixture is washed with water
- dry with materialdried over sodium sulfate
- concentrationconcentrated under reduced pressure
- customThe residue is recrystallized from a suitable solvent, e.g., 2-propanol
Quellen und Nachweise
- ORD-Eintrag
- ord-ff43d091327c4d10993bda0f2cd7b903
- Quelldatensatz
- uspto-grants-1990_02
- Patentnummer
- US04898874
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