Hydrochloric Acid → 6-Phenylpyridine-2,3-diamine
Reaktionsgleichung
[N+:1]([C:4]1[C:5]([NH2:16])=[N:6][C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:8][CH:9]=1)([O-])=O.Cl.[OH-].[Na+]>[Fe].CO>[C:10]1([C:7]2[N:6]=[C:5]([NH2:16])[C:4]([NH2:1])=[CH:9][CH:8]=2)[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1Komponenten
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 80 °C
Versuchsvorschrift
A suspension of 3-nitro-6-phenyl-2-pyridine amine (Compound of Reference Example 112) (0.8 g), iron filings (1.3 g) and methanol (7 ml) was cooled with ice and to the suspension was added dropwise concentrated hydrochloric acid (3 ml). After the dropwise addition, the mixture was stirred at room temperature for 10 minutes and at 80° C. for 50 minutes. The reaction mixture was poured onto ice, neutralized with an aqueous solution of 8 N sodium hydroxide and extracted with ethyl acetate-tetrahydrofuran (3:1, v/v) (At that time, insolubles were filtered off by means of celite). The organic layer was dried over MgSO4, and the solvent was distilled off under reduced pressure. The resulting crystals were collected by filtration to obtain 6-phenyl-2,3-pyridine diamine (0.7 g, 99%).
Aufarbeitung
- temperaturewas cooled with ice and to the suspension
- additionAfter the dropwise addition
- additionThe reaction mixture was poured onto ice
- extractionextracted with ethyl acetate-tetrahydrofuran (3:1
- filtrationv/v) (At that time, insolubles were filtered off by means of celite)
- dry with materialThe organic layer was dried over MgSO4
- distillationthe solvent was distilled off under reduced pressure
- filtrationThe resulting crystals were collected by filtration
Quellen und Nachweise
- ORD-Eintrag
- ord-97c6624e89b743e09a30345fe3d1c220
- Quelldatensatz
- uspto-grants-2009_11
- Patentnummer
- US07622479B2
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