Sodium hydride → 11-(2-Iodobenzenesulfonyl)-11,12-dihydro-11,12-diazaindeno[2,1-a]fluorene

HRID 76374

반응식

HRID 76374 반응식
[CH:1]1[C:6]2[NH:7][C:8]3[C:9](=[CH:10][CH:11]=[C:12]4[C:20]=3[NH:19][C:18]3[C:13]4=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[H-].[Na+].[I:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[S:30](Cl)(=[O:32])=[O:31]>C1COCC1>[I:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[S:30]([N:7]1[C:8]2[C:9](=[CH:10][CH:11]=[C:12]3[C:13]4[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=4)[NH:19][C:20]3=2)[C:5]2[C:6]1=[CH:1][CH:2]=[CH:3][CH:4]=2)(=[O:32])=[O:31]

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 6274002-Iodobenzene-1-sulfonyl chlorideHCID 1102149711,12-Dihydroindolo[2,3-a]carbazole

생성물 1

HCID 6824294211-(2-Iodobenzenesulfonyl)-11,12-dihydro-11,12-diazaindeno[2,1-a]fluorene

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
40 °C

실험 절차

43 g (169 mmol) of 11,12-dihydroindolo[2,3-a]carbazole are initially introduced in 1000 ml of THF, and 8.9 g (223.3 mmol) of NaH (60% in oil) are added at 0° C. 24 g (80 mmol) of 2-iodobenzenesulfonyl chloride are subsequently added to the mixture, which is then stirred at 40° C. for 12 h. The organic phase is dried over MgSO4, and the solvent is removed in vacuo. The residue is recrystallised from acetone and finally sublimed in a high vacuum. Yield: 29 g (574 mmol), 72% of theory, purity according to HPLC 99.9%.

후처리

  1. dry with materialThe organic phase is dried over MgSO4
  2. customthe solvent is removed in vacuo
  3. customThe residue is recrystallised from acetone

출처 및 근거

ORD 기록
ord-def78538c5384b6a878b0b15012c5d28
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835626B2

연결된 노트

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