反应详情

Add HCl (4 N in dioxane, 659 mL, 2.640 mmol) to a solution of 3-amino-3-(4-methoxyphenyl)-2-methylacrylonitrile (24.8 g, 132 mmol), thioacetamide (19.8 g, 264 mmol) and dioxane (132 mL) under dry nitrogen. Stir for 2 h. Evaporate, dilute the solid with dioxane (20 mL) and add dry TEA (40 mL). Add satd K2CO3 and extract with EtOAc. Evaporate the organic solution and crystallize from CHCl3/hexane (95/5); then recrystallize from MeOH/H2O to remove the excess thioacetamide to afford 3-amino-3-(4-methoxyphenyl)-2-methyl-thioacrylamide. Yield: 90.8%.

1. customEvaporate
2. additiondilute the solid with dioxane (20 mL)
3. additionadd dry TEA (40 mL)
4. additionAdd satd K2CO3
5. extractionextract with EtOAc
6. customEvaporate the organic solution
7. customcrystallize from CHCl3/hexane (95/5)
8. customthen recrystallize from MeOH/H2O
9. customto remove the excess thioacetamide