Water → (Z)-1-acetyl-3-(1-ethoxy-1-phenyl-methylidene)-5-(N-methyl-N-phenylsulphonyl-amino)-2-indolinone

HRID 989410노트

반응식

HRID 989410 반응식
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([N:13]([C:23](=O)C)[S:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)(=[O:16])=[O:15])=[CH:10][CH:11]=2)[C:6](=[C:26]([O:33][CH2:34][CH3:35])[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:5]1=[O:36])(=[O:3])[CH3:2].CC(C)([O-])C.[K+].IC.O>CS(C)=O>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([N:13]([CH3:23])[S:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)(=[O:16])=[O:15])=[CH:10][CH:11]=2)/[C:6](=[C:26](/[O:33][CH2:34][CH3:35])\[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)/[C:5]1=[O:36])(=[O:3])[CH3:2]

참가 물질

6

반응물 4

HCID 962WaterHCID 6328Methyl iodide2회HCID 23665647Potassium tert-butoxide2회HCID 695098291-acetyl-3-(1-ethoxy-1-phenyl-methylidene)-5-(N-acetyl-N-phenylsulphonyl-amino)-2-indolinone

생성물 1

HCID 18005732(Z)-1-acetyl-3-(1-ethoxy-1-phenyl-methylidene)-5-(N-methyl-N-phenylsulphonyl-amino)-2-indolinone

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

10 g (20 mmol) of 1-acetyl-3-(1-ethoxy-1-phenyl-methylidene)-5-(N-acetyl-N-phenylsulphonyl-amino)-2-indolinone (Example 1e) are dissolved in 150 ml of DMSO and combined with 2.2 g (20 mmol) of potassium tert. butoxide with stirring. After 15 minutes' stirring 1.9 ml (31 mmol) of iodomethane are added. The mixture is stirred for 3 hours at ambient temperature. Then another 2.2 g (20 mmol) of potassium tert. butoxide and 1 ml (16 mmol) of iodomethane are added. The mixture is stirred for 18 hours at ambient temperature. Then water is added. The reaction mixture is extracted with ethyl acetate. The organic phase is washed with water, dried over magnesium sulphate and evaporated to dryness. The residue is chromatographed on silica gel (petroleum ether/dichloromethane, 7:3).

후처리

  1. additionare added
  2. stirringThe mixture is stirred for 3 hours at ambient temperature
  3. stirringThe mixture is stirred for 18 hours at ambient temperature
  4. extractionThe reaction mixture is extracted with ethyl acetate
  5. washThe organic phase is washed with water
  6. dry with materialdried over magnesium sulphate
  7. customevaporated to dryness
  8. customThe residue is chromatographed on silica gel (petroleum ether/dichloromethane, 7:3)

출처 및 근거

ORD 기록
ord-701d0ed71c6d4a259ed2c6a6036fbc56
출처 데이터셋
uspto-grants-2003_10
특허 번호
US06638965B2

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