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Water → HCID 70383598, 화합물

HRID 653459
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HRID 653459 반응식
[S:1]1[C:5]2[S:6][CH2:7][CH2:8][C:9](=[O:10])[C:4]=2[CH:3]=[C:2]1[S:11]([NH2:14])(=[O:13])=[O:12].C1C=C[NH+]=CC=1.[Br:21][Br-]Br.O>O1CCCC1.C(#N)C>[Br:21][CH:8]1[CH2:7][S:6][C:5]2[S:1][C:2]([S:11]([NH2:14])(=[O:13])=[O:12])=[CH:3][C:4]=2[C:9]1=[O:10]
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참가 물질

5

반응물 2

HCID 962WaterHCID 137631454-Oxo-5,6-dihydro-4H-thieno[2,3-b]thiopyran-2-sulfonamide

생성물 1

HCID 70383598HCID 70383598, 화합물수율 80%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8028Tetrahydrofuran용매2회

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.

후처리

  1. additionwas added over 15 minutes
  2. concentrationconcentrated in vacuo
  3. customto remove tetrahydrofuran and acetonitrile
  4. extractionThe aqueous mixture was extracted with ethyl acetate (3×100 ml)
  5. washthe combined extracts were washed with water
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated to dryness in vacuo
  8. customThe residue was partially purified by chromatography on silica gel
  9. washeluting with 50% ethyl acetate-hexane

출처 및 근거

ORD 기록
ord-f4705b7eb15440c3ac13f1bc5bffb4d7
출처 데이터셋
uspto-grants-1987_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04677115

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