Methyl p-toluenesulfonate → HCID 178433612, Verbindung
Reaktionsgleichung
[CH3:1][C:2]1[O:3][C:4]2[C:5]([N:14]=1)=[N:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=1[CH:13]=2.[S:15]([C:20]1[CH:26]=[CH:25][C:23]([CH3:24])=[CH:22][CH:21]=1)([O:18][CH3:19])(=[O:17])=[O:16]>>[S:15]([C:20]1[CH:26]=[CH:25][C:23]([CH3:24])=[CH:22][CH:21]=1)([O-:18])(=[O:17])=[O:16].[CH3:1][CH:2]1[NH+:14]=[C:5]2[N:6]([CH3:19])[C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=3[CH:13]=[C:4]2[O:3]1Komponenten
3
Versuchsvorschrift
A mixture of 0.6 g of 2-amino-3-hydroxyquinoline, 3.8 mL of trimethylorthoacetate and 0.1 g of p-toluenesulfonic acid is heated at 60° C. for 7 hours. The reaction mixture is then diluted with ethyl acetate, washed with sodium bicarbonate, and purified by column chromatography on silica gel to yield 0.28 g of 2-methyloxazolo[4,5-b]quinoline. The quinoline is heated with one equivalent of methyl tosylate at 70° C. for one hour to generate the product.
Quellen und Nachweise
- ORD-Eintrag
- ord-d9e7d5d2f6a840df80cad42db697d167
- Quelldatensatz
- uspto-grants-2012_08
- Patentnummer
- US08252932B2
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