Ethanol → 5-Methyl-2-(2-methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-phenylamine
Reaktionsgleichung
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:16]3[C:11]([CH:12]=[N:13][C:14]([S:17][CH3:18])=[N:15]3)=[CH:10][CH:9]=2)=[C:4]([N+:19]([O-])=O)[CH:3]=1.[Cl-].[NH4+].C(O)C.O>[Fe]>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:16]3[C:11]([CH:12]=[N:13][C:14]([S:17][CH3:18])=[N:15]3)=[CH:10][CH:9]=2)=[C:4]([NH2:19])[CH:3]=1Komponenten
6
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 100 °C
Versuchsvorschrift
A mixture of 7-(4-Methyl-2-nitro-phenyl)-2-methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazine (620 mg, 2.1 mmol), iron (346 mg, 6.19 mmol), ammonium chloride (55.2 mg, 1.03 mmol) in ethanol (12.0 mL, 206 mmol) and water (8 mL, 400 mmol) was heated at 100° C. The mixture was cooled, solvent was evaporated and was diluted with water and EtOAc. It was filtered through a pad of celite, extracted from EtOAc, combined organic was washed with brine. After drying, solvent was evaporated to give 5-Methyl-2-(2-methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-phenylamine as a solid (491 mg, 88%). LCMS (E/I+) 271. The product was taken to the next step without further purification.
Aufarbeitung
- temperatureThe mixture was cooled
- customsolvent was evaporated
- additionwas diluted with water and EtOAc
- filtrationIt was filtered through a pad of celite
- extractionextracted from EtOAc
- washcombined organic was washed with brine
- customAfter drying
- customsolvent was evaporated
Quellen und Nachweise
- ORD-Eintrag
- ord-0b1e34e603ba4b4c9eef3e320322bfb6
- Quelldatensatz
- uspto-grants-2013_06
- Patentnummer
- US08471005B2
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