反应详情

温度

90 °C

A mixture of 7-[methyl(2-thienylsulfonyl)amino]-1H-indole-2-carbothioamide (1.00 g), potassium (1-chloro-2-ethoxy-1-formyl-2-oxoethyl) (1.18 g), acetic acid (855 mg) and N,N-dimethylacetamide (20 mL) was stirred at 90° C. for 16 hr. The reaction mixture was diluted with ethyl acetate and washed with saturated brine. The organic layer was dried over magnesium sulfate and filtrated. The filtrate was concentrated, and the residue was subjected to silica gel column chromatography and eluted with an ethyl acetate-hexane (1:1) mixture to give a solid. The solid was mixed with tetrahydrofuran (3 mL), ethanol (3 mL) and 1N sodium hydroxide (5 mL), and the mixture was stirred at 60° C. for 3 days. The reaction mixture was acidified with 1N hydrochloric acid, diluted with ethyl acetate and washed with saturated brine. The organic layer was washed with sodium sulfate, filtrated, and the filtrate was concentrated. The residue was subjected to silica gel column chromatography and eluted with a methanol.ethyl acetate (1:5) mixture. The obtained solid was recrystallized from a methanol-ethyl acetate (1:10) mixed solvent to give the title compound (32 mg, yield 2.7%) as crystals. melting point 258-260° C.

1. washwashed with saturated brine
2. dry with materialThe organic layer was dried over magnesium sulfate
3. filtrationfiltrated
4. concentrationThe filtrate was concentrated
5. washeluted with an ethyl acetate-hexane (1:1) mixture
6. customto give a solid
7. stirringthe mixture was stirred at 60° C. for 3 days
8. washwashed with saturated brine
9. washThe organic layer was washed with sodium sulfate
10. filtrationfiltrated
11. concentrationthe filtrate was concentrated
12. washeluted with a methanol
13. customThe obtained solid was recrystallized from a methanol-ethyl acetate (1:10)
14. additionmixed solvent