Dicyclohexylcarbodiimide → HCID 22917193, compound

Participants

Reaction Steps

A mixture of 9-oxo-4-thioxanthenecarboxylic acid* (0.8 g) and 1-hydroxybenzotriazole (0.42 g) in DMF (20 ml) was stirred at room temperature for 10 min. 4-Amino-N-[(3,4-dimethoxyphenyl)methyl]-N-methylbenzenemethanamine (Intermediate 33(b) in EP-A-494623) (0.94 g) in DMF (20 ml) was then added, followed by dicyclohexylcarbodiimide (0.64 g) and the mixture was stirred at room temperature for 16 h and then filtered. The filtrate was concentrated in vacuo, treated with dilute sodium hydroxide solution and extracted with dichloromethane. The combined dried organic extracts were evaporated to leave an oil which was purified by column chromatography eluting with dichloromethane: methanol (95:5). The resulting solid was recrystallised from acetonitrile and filtered off to give the title compound as a solid (0.26 g),mp=180°.

Provenance & Evidence