Lawesson's reagent → HCID 59829893, compound

Participants

Reaction Conditions

Reaction Steps

2,4-bis-benzyloxy-5-isopropyl-N-[4-(morpholin-4-yl)phenyl]benzamide (F370-IM2, 2.45 g, 4.60 mmol) was suspended in toluene (50 mL), mixed with Lawesson's reagent (2.05 g, 5.06 mmol) and the mixture was heated at 110° C. for 1 hour. As the reaction proceeded, the suspension changed to a yellow solution. The reaction mixture was cooled to room temperature, mixed with 5% aqueous sodium hydrogencarbonate (50 mL), and the organic layer was separated. The organic layer thus obtained was dried over anhydrous sodium sulfate. Sodium sulfate was removed by filtration, and the solvent was distilled off under reduced pressure. To the residue were added toluene (20 mL) and hexane (10 mL), and the resulting suspension was stirred at room temperature for 1 hour, crystals (F370-IM3) were collected by filtration. The mother liquor was concentrated and purified by silica gel column chromatography (ethyl acetate:hexane 2:1), to afford F370-IM3. The combined title compound (F370-IM3, about 4.1 g) was subjected to the next reaction.

Provenance & Evidence