Phthalic Anhydride → HCID 131721873, compound

Participants

Reaction Steps

9.59 g (93.0 mM) of 3-aminopropionamidoxime was dissolved in 288 ml of 1,3-dimethyl-2-imidazolidinone, 14.46 g (97.65 mM) of phthalic anhydride was added, and the mixture was stirred at room temperature for 1 hour and then at 140° C. for 2 hours. The reaction solution was cooled to room temperature, and 15.6 ml (111.6 mM) of triethylamine and 16.4 g (55.8 mM) of 5-(hexahydro-1H-azepin-1-yl)methyl-2-thiophene carbonylchloride hydrochloride were added. The mixture was stirred -overnight at room temperature, and 720 ml of saturated brine was added. Then, the thus precipitated crystals were collected by filtration and washed with distilled water to give 19.96 g of 0-[5-(hexahydro-1H-azepin-1-yl)methyl-2-thenoyl]-3-phthalimidopropionamidoxime (79% in yield from (hexahydro-IH-azepin-1-yl)methyl-2-thiophene carbonylchloride hydrochloride).

Provenance & Evidence