Formamide → HCID 178518069, Verbindung
Reaktionsgleichung
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:12]2[O:13][CH:14]=[CH:15][CH:16]=2)[C:6]=1[C:7](OCC)=[O:8].[CH:17]([NH2:19])=O>>[OH:8][C:7]1[C:6]2[C:5]([C:12]3[O:13][CH:14]=[CH:15][CH:16]=3)=[CH:4][S:3][C:2]=2[N:1]=[CH:17][N:19]=1Komponenten
3
Reaktionsbedingungen
- Temperatur
- 200 °C
Versuchsvorschrift
A mixture of ethyl 2-amino-4-(2-furyl)thiophene-3-carboxylate (1.00 g, 4.21 mmol) and formamide (10.0 g, 0.2 mol) was warmed by microwave at 200° C. for 10 minutes. The mixture was concentrated in vacuo at 90° C., diluted with 40 mL of 10% methanol/dichloromethane, and filtered through a 40 gram silica gel column using 5% methanol/dichloromethane to wash the material through the column. The filtrate was again concentrated and the remaining residue was purified by column chromatography over silica gel using a gradient elution from 5 to 10% methanol in dichloromethane to give 0.482 g (52.4%) of 4-hydroxy-5-(2-furyl)thieno[2,3-d]pyrimidine as a brown solid.