Dimethylformamide → Methyl 4-(3,4-dihydro-4-methyl-3-oxo-1,4[2H]-benzothiazin-7-yl)-3-methyl-4-oxobutyrate

HRID 1090313노트

반응식

HRID 1090313 반응식
O=C1NC2[CH:8]=[CH:9][C:10]([C:12](=[O:19])[CH:13]([CH3:18])[CH2:14][C:15]([OH:17])=[O:16])=[CH:11][C:5]=2[S:4][CH2:3]1.[H-].[Na+].[CH3:22]I.[CH3:24][N:25]([CH3:28])[CH:26]=[O:27]>>[CH3:24][N:25]1[C:28]2[CH:8]=[CH:9][C:10]([C:12](=[O:19])[CH:13]([CH3:18])[CH2:14][C:15]([O:17][CH3:22])=[O:16])=[CH:11][C:5]=2[S:4][CH2:3][C:26]1=[O:27]

참가 물질

5

반응물 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 150359234-(3,4-Dihydro-3-oxo-1,4[2H]-benzothiazin-7-yl)-3-methyl-4-oxobutyric acid

생성물 1

HCID 15035924Methyl 4-(3,4-dihydro-4-methyl-3-oxo-1,4[2H]-benzothiazin-7-yl)-3-methyl-4-oxobutyrate

실험 절차

4-(3,4-Dihydro-3-oxo-1,4[2H]-benzothiazin-7-yl)-3-methyl-4-oxobutyric acid (1.7 g) was dissolved in 50 ml of dimethylformamide and 0.23 g of 60% sodium hydride was added. After 30 minutes, 0.7 ml of methyl iodide was added and the mixture stirred at room temperature for three hours, then poured into 100 ml of ice water and extracted with ethyl acetate. The organic layer was washed with brine and dried over sodium sulfate and evaporated. The residue was chromatographed on a silica gel column eluted with 5% methanol in methylene chloride. The solvent was removed and the oil obtained was used in Example 56.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over sodium sulfate
  4. customevaporated
  5. customThe residue was chromatographed on a silica gel column
  6. washeluted with 5% methanol in methylene chloride
  7. customThe solvent was removed
  8. customthe oil obtained

출처 및 근거

ORD 기록
ord-7da33e35255d4617b87f2ecf35fb66ff
출처 데이터셋
uspto-grants-1992_01
특허 번호
US05081242

반응 노트

불러오는 중…