Reaktionsgleichung
[CH:1](OCC)(OCC)OCC.[CH3:11][C:12]1([CH3:20])[O:17][C:16](=[O:18])[CH2:15][C:14](=[O:19])[O:13]1.[NH2:21][C:22]1[CH:23]=[N:24][CH:25]=[C:26]([Br:28])[CH:27]=1>C(O)C>[Br:28][C:26]1[CH:27]=[C:22]([N:21]=[CH:1][CH:15]2[C:16](=[O:18])[O:17][C:12]([CH3:20])([CH3:11])[O:13][C:14]2=[O:19])[CH:23]=[N:24][CH:25]=1Komponenten
Reaktionsbedingungen
- Temperatur
- 92 °C
Versuchsvorschrift
A mixture of triethyl orthoformate (10 mL, 60.1 mmol) and 2,2-dimethyl-[1,3]-dioxane-4,6-dione (40.9 g, 0.23 mol)(Meldrum's acid) was heated at 92° C. for 90 minutes and then cooled to 70° C. over one hour. 3-Amino-5-bromopyridine (40.9 g, 0.20 mol) was slowly added over 10 minutes with an ethanol rinse while maintaining the reaction temperature between 60 and 70° C. The reaction was then heated for an additional 20 minutes and allowed to cool to room temperature. The reaction mixture was filtered and washed with ethanol (150 mL) yielding a tan solid. The solid was dried under vacuum for 2 hours to yield 59.14 g of 5-{[(5-bromopyridin-3-yl)imino]methyl}-2,2-dimethyl-1,3-dioxane-4,6-dione as a light yellow crystalline solid, mp 200-202° C.
Aufarbeitung
- temperaturecooled to 70° C. over one hour
- washrinse
- temperaturewhile maintaining the reaction temperature between 60 and 70° C
- temperatureThe reaction was then heated for an additional 20 minutes
- temperatureto cool to room temperature
- filtrationThe reaction mixture was filtered
- washwashed with ethanol (150 mL)
- customyielding a tan solid
- customThe solid was dried under vacuum for 2 hours
Quellen und Nachweise
- ORD-Eintrag
- ord-f564f970fd1a432a8691f6658f8da53e
- Quelldatensatz
- uspto-grants-2011_03
- Patentnummer
- US07897609B2
Verknüpfte Notizen
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