反应详情

A mixture of nitrocarboxylic acid (NB-2 or NB-3; 1.2 equivalents), amine (A13, A14 or A16; 1.1 equivalents), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (1.2 equivalents), and 1-hydroxybenzotriazole hydrate (1.2 equivalents) in DMF (0.79 M) was stirred at room temperature for 4 hours. The mixture was diluted with dichloromethane (100 mL) and washed with aqueous saturated sodium bicarbonate solution (50 mL). The aqueous layer was re-extracted with dichloromethane (2×50 mL) and the combined organic solution was dried (Na2SO4), filtered and evaporated under reduced pressure. The crude mixture was purified on silica gel column to provide the 4-nitrobenzamide (NB-2-A13, NB-2-A14 or NB-3-A16).

1. washwashed with aqueous saturated sodium bicarbonate solution (50 mL)
2. extractionThe aqueous layer was re-extracted with dichloromethane (2×50 mL)
3. dry with materialthe combined organic solution was dried (Na2SO4)
4. filtrationfiltered
5. customevaporated under reduced pressure
6. customThe crude mixture was purified on silica gel column