Sodium 2-methyl-2-propanethiolate → 3-tert-Butylsulfanyl-6,6-dimethyl-1-(1H-pyrazol-3-yl)-6,7-dihydro-5H-benzo[c]thiophen-4-one

HRID 1385287노트

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HRID 1385287 반응식
C([N:4]1[CH:8]=[CH:7][C:6]([C:9]2[S:10][C:11](S(C)=O)=[C:12]3[C:17](=[O:18])[CH2:16][C:15]([CH3:20])([CH3:19])[CH2:14][C:13]=23)=[N:5]1)(=O)C.[CH3:24][C:25]([S-:28])([CH3:27])[CH3:26].[Na+]>C1COCC1>[CH3:19][C:15]1([CH3:20])[CH2:14][C:13]2=[C:9]([C:6]3[CH:7]=[CH:8][NH:4][N:5]=3)[S:10][C:11]([S:28][C:25]([CH3:27])([CH3:26])[CH3:24])=[C:12]2[C:17](=[O:18])[CH2:16]1

참가 물질

4

반응물 2

HCID 5147913Sodium 2-methyl-2-propanethiolate2회HCID 211845311-(1-Acetylpyrazol-3-yl)-6,6-dimethyl-3-methanesulphinyl-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one

생성물 1

HCID 1784268003-tert-Butylsulfanyl-6,6-dimethyl-1-(1H-pyrazol-3-yl)-6,7-dihydro-5H-benzo[c]thiophen-4-one수율 48.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of 1-(1-acetylpyrazol-3-yl)-6,6-dimethyl-3-methanesulphinyl-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one (73 mg, 0.21 mmol) in THF (7 mL) was added sodium 2-methyl-2-propanethiolate (47 mg, 0.42 mmol). After 90 min more sodium 2-methyl-2-propanethiolate (15 mg, 0.14 mmol) was added, and after a further 30 min the mixture was partitioned between EtOAc (15 mL) and water (10 mL). The organic layer was separated, dried (Na2SO4) and evaporated. The residue was chromatographed on silica gel, eluting with petrol:EtOAc (1:1), to give the title compound (34 mg, 48%) as a yellow solid. mp 220-222° C.

후처리

  1. customafter a further 30 min the mixture was partitioned between EtOAc (15 mL) and water (10 mL)
  2. customThe organic layer was separated
  3. dry with materialdried (Na2SO4)
  4. customevaporated
  5. customThe residue was chromatographed on silica gel
  6. washeluting with petrol:EtOAc (1:1)

출처 및 근거

ORD 기록
ord-9df5b5ef2cb24dc295376e85d503e1ad
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06262103B1

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