Lawesson's reagent → HCID 86634860, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 7-[ethyl(2-thienylsulfonyl)amino]-4,5-dimethyl-1H-indole-2-carboxamide (0.20 g), Lawesson's reagent (0.22 g) and tetrahydrofuran (10 mL) was stirred at 40° C. for 5 hr. The reaction solution was concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography(ethyl acetate:hexane=1:9-ethyl acetate) to give 7-[ethyl(2-thienylsulfonyl)amino]-4,5-dimethyl-1H-indole-2-carbothioamide (0.16 g, yield 77%) as pale-yellow crystals. A mixed solution of the obtained crystals (0.16 g), bromomalonaldehyde (0.13 g) and N,N-dimethylacetamide (8 mL) was stirred at 80° C. for 3 hr. The reaction solution was diluted with ethyl acetate, washed successively with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (ethyl acetate:hexane=1:9-1:3) to give the title compound (85 mg, yield 47%) as pale-yellow crystals.

Provenance & Evidence