Hydrochloric Acid → 3-(3,5-Dichloro-4-hydroxybenzoyl)-1-oxo-2,3-dihydro-1,3-benzothiazole
Reaktionsgleichung
[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[C:18]([Cl:22])[C:19]=1[O:20]C)[C:5]([N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[S:9](=[O:16])[CH2:8]1)=[O:6].[Cl-].[Li+].Cl>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[C:18]([Cl:22])[C:19]=1[OH:20])[C:5]([N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[S:9](=[O:16])[CH2:8]1)=[O:6]Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 120 °C
Versuchsvorschrift
3-(3,5-dichloro-4-methoxybenzoyl)-1-oxo-2,3-dihydro-1,3-benzothiazole (336 mg) was dissolved in N,N-dimethylformamide (6 mL) and lithium chloride (400 mg) was added to the solution, and then the mixture was stirred at 120° C. for 16 hours. To the reaction solution, 1N hydrochloric acid was added, and then the reaction mixture was extracted with ethyl acetate. The organic layer was washed with 1N hydrochloric acid and saturated brine, and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the obtained residue was crystallized from ethyl acetate-methanol to obtain the title compound (220 mg) as a brown crystal.
Aufarbeitung
- extractionthe reaction mixture was extracted with ethyl acetate
- washThe organic layer was washed with 1N hydrochloric acid and saturated brine
- dry with materialdried over anhydrous sodium sulfate
- distillationThe solvent was distilled off under reduced pressure
- customthe obtained residue was crystallized from ethyl acetate-methanol
Quellen und Nachweise
- ORD-Eintrag
- ord-35c30e470233476f9d37fbd68f9aaa0f
- Quelldatensatz
- uspto-grants-2013_02
- Patentnummer
- US08367843B2
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