Triethylamine → 3-Iodo-4-methyl-N-[3-(4-morpholinyl)phenyl]benzamide

Participants

Reaction Conditions

Reaction Steps

3-Iodo-4-methylbenzoyl chloride (Intermediate 6) (19.5 g) was added portion-wise to a mixture of triethylamine (48 ml) and 3-(4-morpholinyl)benzenamine (Intermediate 8) (12.6 g) in DMF (150 ml) and the mixture was heated at 80° C. for 16 h. The solvent was removed under vacuum and the residue was dissolved in chloroform (200 ml). The organic layer was washed with water (2×100 ml), 2M sodium hydroxide solution (100 ml) and brine (100 ml), dried over magnesium sulphate, filtered and concentrated under vacuum The resulting yellow solid was triturated with diethyl ether and collected by filtration to yield the title compound as an off-white solid (20.0 g). The product was used in subsequent reactions without further purification.

Provenance & Evidence