Hydrochloric Acid → N-(4-Methoxy-7-phenyl-benzothiazol-2-yl)-benzamide
Reaktionsgleichung
[NH2:1][C:2]1[S:3][C:4]2[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:9][CH:8]=[C:7]([O:17][CH3:18])[C:5]=2[N:6]=1.[C:19](Cl)(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.Cl>N1C=CC=CC=1>[CH3:18][O:17][C:7]1[C:5]2[N:6]=[C:2]([NH:1][C:19](=[O:26])[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[S:3][C:4]=2[C:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:9][CH:8]=1Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 20 °C
Versuchsvorschrift
To a solution of 2-amino-4-methoxy-7-phenyl-benzothiazole (100 mg, 0.4 mmol) in pyridine (2 ml) was added benzoyl chloride (55 mg, 0.4 mmol) and the mixture stirred overnight at 20 ° C. To this mixture 2N HCl to pH 1 (20 ml) was added then the mixture was extracted twice with EtOAc (20 ml), washed with saturated NaHCO3 solution, dried with Na2SO4 and the solvent evaporated. The crude product was then chromatographed over SiO2 (Merck 230-400 mesh) eluting with CH2Cl2/MeOH (98:2), the product fractions were pooled and the solvent evaporated, to afford the title compound as a white solid (97 mg, 69% yield), MS: m/e=360 (M+).
Aufarbeitung
- extractionthe mixture was extracted twice with EtOAc (20 ml)
- washwashed with saturated NaHCO3 solution
- dry with materialdried with Na2SO4
- customthe solvent evaporated
- customThe crude product was then chromatographed over SiO2 (Merck 230-400 mesh)
- washeluting with CH2Cl2/MeOH (98:2)
- customthe solvent evaporated
Quellen und Nachweise
- ORD-Eintrag
- ord-32854377610c4377a8ec13cf89d79a0b
- Quelldatensatz
- uspto-grants-2003_02
- Patentnummer
- US06521754B2
Notizen zur Reaktion
Wird geladen…