Water → 4-(4-Chlorophenyl)-2-(4,6-dimethoxypyrimidin-2-ylthio)nicotinic acid
Reaktionsgleichung
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13]([C:14]([O:16]C)=[O:15])=[C:12]([S:18][C:19]3[N:24]=[C:23]([O:25][CH3:26])[CH:22]=[C:21]([O:27][CH3:28])[N:20]=3)[N:11]=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[OH-].[Na+].O>CS(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13]([C:14]([OH:16])=[O:15])=[C:12]([S:18][C:19]3[N:20]=[C:21]([O:27][CH3:28])[CH:22]=[C:23]([O:25][CH3:26])[N:24]=3)[N:11]=[CH:10][CH:9]=2)=[CH:4][CH:3]=1Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 60 °C
Versuchsvorschrift
16.8 g (0,040 mol) of methyl 4-(4-chlorophenyl)-2-(4,6-dimethoxypyrimidin-2-ylthio)nicotinate was dissolved in 150 ml of dimethylsulfoxide, and 35 ml (0,070 mol) of 2N sodium hydroxide added with stirring at 60° C. After stirring at 60° C. for 30 minutes, the mixture was poured into water, and washed twice with ethyl acetate. The aqueous layer was acidified with 10% hydrochloric acid, and extracted with 500 ml of ethyl acetate. The extract was washed with water and a saturated aqueous solution of sodium chloride, and dried over anhydrous sodium sulfate, and concentrated. The concentrate was washed with methanol and isopropyl ether to obtain 11.5 g of a white crystal of the aimed product.
Aufarbeitung
- stirringAfter stirring at 60° C. for 30 minutes
- washwashed twice with ethyl acetate
- extractionextracted with 500 ml of ethyl acetate
- washThe extract was washed with water
- dry with materiala saturated aqueous solution of sodium chloride, and dried over anhydrous sodium sulfate
- concentrationconcentrated
- washThe concentrate was washed with methanol and isopropyl ether
Quellen und Nachweise
- ORD-Eintrag
- ord-5271d012d89d4083b6cdf1a7e0935afe
- Quelldatensatz
- uspto-grants-1995_01
- Patentnummer
- US05380700
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