反应详情

A mixture of isatoic anhydride (3.51 g, 2.15 mmol) and 2-hydrazinopyridine (2.40 g, 2.20 mmol) in 35 ml of EtOH was refluxed for 17 hours. After refluxing for 15 minutes, the suspension turned into a brown solution and gas evolution was observed. At the end of the 17 hour period, the reaction mixture was cooled to room temperature and the brown solution was concentrated on a rotary evaporator. The residue was chromatographed on silica gel with 65% EtOAc in hexanes. The fractions containing the product were collected and concentrated. The solid was triturated with ether (100 ml) for 15 minutes and collected by filtration. It was air-dried to give 2.68 g of 2-amino-benzoic acid N′-pyridin-2-yl-hydrazide (Intermediate 9) as a white solid. MS (APCI): 229 (M+1, 100%).

1. temperaturewas refluxed for 17 hours
2. temperatureAfter refluxing for 15 minutes
3. concentrationthe brown solution was concentrated on a rotary evaporator
4. customThe residue was chromatographed on silica gel with 65% EtOAc in hexanes
5. additionThe fractions containing the product
6. customwere collected
7. concentrationconcentrated
8. customThe solid was triturated with ether (100 ml) for 15 minutes
9. filtrationcollected by filtration
10. customIt was air-dried