3,4,5,6-Tetrahydrophthalic anhydride → N-(2-fluoro-5-nitrophenyl)-3,4,5,6-tetrahydrophthalimide

Participants

Reaction Steps

2-Fluoro-5-nitroaniline (IV) (50 g) and 3,4,5,6-tetrahydrophthalic anhydride (49 g) were dissolved in acetic acid (200 ml), and the resultant solution was heated under reflux for 4 hours. After cooling, the reaction mixture was diluted with water and extracted with ethyl acetate. The extract was concentrated, and the precipitated crystals were collected by filtration to give 72 g of N-(2-fluoro-5-nitrophenyl)-3,4,5,6-tetrahydrophthalimide (VII). M.P., 154.9° C.

Provenance & Evidence