2-Amino-2-methyl-1-propanol → 2-{[4-(4-Nitrophenyl)-1,3-thiazol-2-yl]amino}-2-methylpropan-1-ol
Reaktionsgleichung
Br[C:2]1[S:3][CH:4]=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=2)[N:6]=1.[NH2:16][C:17]([CH3:21])([CH3:20])[CH2:18][OH:19]>>[N+:13]([C:10]1[CH:11]=[CH:12][C:7]([C:5]2[N:6]=[C:2]([NH:16][C:17]([CH3:21])([CH3:20])[CH2:18][OH:19])[S:3][CH:4]=2)=[CH:8][CH:9]=1)([O-:15])=[O:14]Komponenten
3
Reaktionsbedingungen
- Temperatur
- 175 °C
Versuchsvorschrift
2-Bromo-4-(4-nitrophenyl)-1,3-thiazole (1.0 g, 3.5 mmol), prepared in the previous step, and 2-amino-2-methyl-propan-1-ol (2.0 mL, 21.0 mmol) were placed in a sealed tube and heated to 175° C. for 18 h. The crude product was pre-adsorbed onto silica gel and purified using a stepwise gradient of 1-5% methanol:methylene chloride to give 2-{[4-(4-nitrophenyl)-1,3-thiazol-2-yl]amino}-2-methylpropan-1-ol (700 mg, 69%), MS (ES) m/z 294[M+H]+.