反应详情

4-t-Butyl-3,6-dichloropyridazine (Samaritoni, J. G.; Org. Prep. & Proc. Intl., 1988, 20(2), 117-121) (16 g, 78 mmol) and hydrazine monohydrate (24.7 mL, 780 mmol) in ethanol (250 mL) were heated at reflux for 16 hours. The solvent was removed and hydrochloric acid (5M) was added and the resulting mixture was washed with dichloromethane. The aqueous layer was poured onto ice and ammonium hydroxide was added until the mixture was basic. The mixture was extracted with dichoromethane, dried (MgSO4) filtered and evaporated to give a yellow solid (9.5 g, 61%) 1HNMR (360 MHz, CDCl3) δ 1.46 (9H, s, t Bu), 378 (2H, br s, NH2), 6.84 (1H, br s, NH), 7.10 (1H, s, ArH); MS (ES+) m/e 201 [MH+].

1. temperatureat reflux for 16 hours
2. customThe solvent was removed
3. additionhydrochloric acid (5M) was added
4. washthe resulting mixture was washed with dichloromethane
5. additionThe aqueous layer was poured onto ice and ammonium hydroxide
6. additionwas added until the mixture
7. extractionThe mixture was extracted with dichoromethane
8. dry with materialdried (MgSO4)
9. filtrationfiltered
10. customevaporated