반응 #740641

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5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-one-2-sulfonamide

water

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material

수율 80.0%

5,6-Dihydro-5-bromo-4H-thieno[2,3-b]thiopyran-4-one-2-sulfonamide

수율 80.0%

용매

tetrahydrofuran

tetrahydrofuran

acetonitrile

반응 조건

후처리

1. 1
   workup.ADDITIONwas added over 15 minutes
2. 2
   농축concentrated in vacuo
3. 3
   기타to remove tetrahydrofuran and acetonitrile
4. 4
   추출The aqueous mixture was extracted with ethyl acetate (3×100 ml)
5. 5
   세척the combined extracts were washed with water
6. 6
   건조dried over sodium sulfate
7. 7
   농축concentrated to dryness in vacuo
8. 8
   기타The residue was partially purified by chromatography on silica gel
9. 9
   세척eluting with 50% ethyl acetate-hexane

실험 절차

A solution of 5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-one-2-sulfonamide (3.50 g, 0.014 m) in dry tetrahydrofuran (70 ml) was stirred at ambient temperature while a solution of pyridinium bromide perbromide (6.08 g, 0.019 m) in dry tetrahydrofuran (35 ml) and acetonitrile (10 ml) was added over 15 minutes. After stirring at ambient temperature for 1 hour, the reaction mixture was added to water (100 ml) and concentrated in vacuo to remove tetrahydrofuran and acetonitrile. The aqueous mixture was extracted with ethyl acetate (3×100 ml), the combined extracts were washed with water, dried over sodium sulfate and concentrated to dryness in vacuo. The residue was partially purified by chromatography on silica gel, eluting with 50% ethyl acetate-hexane, to yield 3.68 g (80%) of material which was used in the next reaction without further purification.

출처