HCID 86596038, Verbindung → 2-[4-Chloro-3-(trifluoromethyl)phenyl]-6-methyl-1,3-benzothiazole
Reaktionsgleichung
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=2)=[S:7])=[CH:4][C:3]=1[C:18]([F:21])([F:20])[F:19]>[OH-].[Na+].CCO>[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([C:6]2[S:7][C:14]3[CH:13]=[C:12]([CH3:15])[CH:11]=[CH:10][C:9]=3[N:8]=2)=[CH:4][C:3]=1[C:18]([F:21])([F:19])[F:20]Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 90 °C
Versuchsvorschrift
To 2M aqueous solution K3Fe(CN)6 (4 mL, 8 mmol) (pre-heated to 90° C.) is added dropwise to a suspension of 4-chloro-N-p-tolyl-3-trifluoromethyl-thiobenzamide (660 mg, 2 mmol) in 2M NaOH (9 ml) and EtOH (3 ml). The mixture is heated at 90° C. overnight. The mixture is cooled to room temperature and extracted with EtOAc (50 ml×2). The combined organic layers are washed with brine, dried over MgSO4, filtered and concentrated. The mixture is purified by ISCO system (EtOAc/Hexanes: 20 minutes run 0 to 100% of EtOAc). 2-(4-Chloro-3-trifluoromethyl-phenyl)-6-methylbenzothiazole is isolated (170 mg, 26%), as well as 380 mg of the starting material.