反应详情

(2,3-Dichlorophenyl)hydrazine hydrochloride (CAS no. 21938-47-6) (6.06 g, 28.4 mmol) was partitioned between EtOAc and 2M NaOH. Separated. The organic solution was dried (MgSO4), filtered and reduced to give the free base. 2-(Ethoxymethylene)malononitrile (3.47 g, 28.39 mmol) was added portionwise to a stirred solution of (2,3-dichlorophenyl)hydrazine in MeOH (50 mL), under nitrogen at 5° C. The resulting solution was allowed to stir for a further 1 hour. The reaction mixture was then heated to reflux and was stirred for 3 hours. The reaction mixture was allowed to cool to ambient temperature, then was evaporated to afford the product (7.19 g, 100%) which was used without further purification. 1H NMR (400 MHz, DMSO) δ 6.75 (2H, s), 7.48-7.53 (2H, m), 7.77 (1H, s), 7.79-7.84 (1H, m).

1. custom21938-47-6) (6.06 g, 28.4 mmol) was partitioned between EtOAc and 2M NaOH
2. customSeparated
3. dry with materialThe organic solution was dried (MgSO4)
4. filtrationfiltered
5. customto give the free base
6. temperatureThe reaction mixture was then heated
7. temperatureto reflux
8. stirringwas stirred for 3 hours
9. customwas evaporated