反应详情

A solution of 2,6-dichloro-4-nitrobenzonitrile (2.46 g, 11.3 mmol, Eq: 1.00), iron (3.17 g, 56.7 mmol, Eq: 5) and ammonium chloride (6.06 g, 113 mmol, Eq: 10) in methanol (30 mL)/water (10 mL) was heated at reflux o/n. TLC shows incomplete reaction. Continued heating at 100 deg for 6 hr, then 60 deg overnight. The reaction mixture was filtered over Celite. The filtrate was suspended in ethyl acetate to give insoluble solid. The slurry was concentrated to dryness, suspended in water, filtered, and rinsed with water. The solid was transferred to a round bottom flask, suspended in benzene, and concentrated. An additional portion of benzene was added and concentrated once more to give 1.37 g (65%) of desired product as a light brown solid.

1. temperatureat reflux o/n
2. customreaction
3. temperatureContinued heating at 100 deg for 6 hr
4. custom60 deg overnight
5. filtrationThe reaction mixture was filtered over Celite
6. customto give insoluble solid
7. concentrationThe slurry was concentrated to dryness
8. filtrationfiltered
9. washrinsed with water
10. customThe solid was transferred to a round bottom flask
11. concentrationconcentrated
12. additionAn additional portion of benzene was added
13. concentrationconcentrated once more