反应详情

After sodium (3.2 g, 139 mmol) was dissolved in anhydrous ethanol (200 mL), 4-pyridyl acetonitrile hydrochloride (10.0 g, 64 mmol) and 2-furaldehyde (6.1 mL, 73.6 mmol) and guanidine hydrochloride (7.0 g, 73.3 mmol) were successively added thereto. After stirring at room temperature for 1 hour, it was heated under reflux for 7 hours. After cooling as it was, the insoluble matters were filtered off, washed with tetrahydrofuran, and the solvent was removed from the filtrate. Tetrahydrofuran (200 mL) and activated manganese dioxide (30.0 g) were added to the residue, followed by heating under reflux for 2.5 hours. After cooling as it was, the manganese dioxide was filtered through Celite, and washed with tetrahydrofuran. The collected filtrate was concentrated, and then methanol was added to the residues. The resulting precipitates were collected by filtration and washed with methanol, to give the title compound (3.48 g, 21%) as a pale brown solid.

1. temperatureit was heated
2. temperatureunder reflux for 7 hours
3. temperatureAfter cooling as it
4. filtrationthe insoluble matters were filtered off
5. washwashed with tetrahydrofuran
6. customthe solvent was removed from the filtrate
7. additionTetrahydrofuran (200 mL) and activated manganese dioxide (30.0 g) were added to the residue
8. temperatureby heating
9. temperatureunder reflux for 2.5 hours
10. temperatureAfter cooling as it
11. filtrationthe manganese dioxide was filtered through Celite
12. washwashed with tetrahydrofuran
13. concentrationThe collected filtrate was concentrated
14. additionmethanol was added to the residues
15. customThe resulting precipitates
16. filtrationwere collected by filtration
17. washwashed with methanol