Nitrofungin → HCID 23153054, Verbindung
Reaktionsgleichung
[NH2:1][C:2]1[CH:7]=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.[Cl:9][C:10]1[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[CH:13]=[CH:12][C:11]=1[OH:19].C(N(CC)C(C)C)(C)C>CS(C)=O>[NH2:1][C:2]1[CH:7]=[C:6]([O:19][C:11]2[CH:12]=[CH:13][C:14]([N+:16]([O-:18])=[O:17])=[CH:15][C:10]=2[Cl:9])[CH:5]=[CH:4][N:3]=1Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 160 °C
Versuchsvorschrift
2-Amino-4-chloropyridine (2.57 g) was dissolved in dimethylsulfoxide (30 ml), and then 2-chloro-4-nitrophenol (6.94 g) and N,N-diisopropylethylamine (14 ml) were added thereto, followed by stirring at 160° C. for 6 days. The reaction mixture was cooled down to room temperature, and partitioned between ethyl acetate and a 1 N aqueous solution of sodium hydroxide. The organic layer was washed with a 1 N aqueous solution of sodium hydroxide and brine in this order, and dried over anhydrous sodium sulfate. The solvent was evaporated to give a residue, which was purified by silica gel column chromatography (eluent; hexane:ethyl acetate=1:2, then ethyl acetate) to provide the titled compound (574 mg, 11%) as brown powder.
Aufarbeitung
- temperatureThe reaction mixture was cooled down to room temperature
- custompartitioned between ethyl acetate
- washThe organic layer was washed with a 1 N aqueous solution of sodium hydroxide and brine in this order
- dry with materialdried over anhydrous sodium sulfate
- customThe solvent was evaporated
- customto give a residue, which
- customwas purified by silica gel column chromatography (eluent
Quellen und Nachweise
- ORD-Eintrag
- ord-d08b3d3232904999931c175d41004dcd
- Quelldatensatz
- uspto-grants-2009_05
- Patentnummer
- US07531532B2
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