N-Bromosuccinamide → 2-Methyl-7-n-propyl-4H-benzo[5,6]cyclohepta[1,2-d]thiazol-4-one

HRID 324466노트

반응식

HRID 324466 반응식
[CH3:1][C:2]1[S:3][C:4]2[CH2:11][CH2:10][C:9]3[CH:12]=[C:13]([CH2:16][CH2:17][CH3:18])[CH:14]=[CH:15][C:8]=3[C:7](=[O:19])[C:5]=2[N:6]=1.BrNC(=O)CCC(N)=O>C(OCC)(=O)C>[CH3:1][C:2]1[S:3][C:4]2[CH:11]=[CH:10][C:9]3[CH:12]=[C:13]([CH2:16][CH2:17][CH3:18])[CH:14]=[CH:15][C:8]=3[C:7](=[O:19])[C:5]=2[N:6]=1

참가 물질

4

반응물 2

HCID 9834204N-BromosuccinamideHCID 220036509,10-Dihydro-2-methyl-7-n-propyl-4H-benzo[5,6]cyclohepta[1,2-d]thiazol-4-one

생성물 1

HCID 220035872-Methyl-7-n-propyl-4H-benzo[5,6]cyclohepta[1,2-d]thiazol-4-one

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

The product from step (ix) (2.8 g) and N-bromosuccinamide were dissolved in ethyl acetate (30 ml) and irradiated with a 500 Watt halogen lamp at reflux for 2 h. The solvent was evaporated under reduced pressure and the solid residue dissolved in dichloromethane (30 ml) and treated with triethylamine (10 ml). After 2 h the solvents were removed under reduced pressure and the residue partioned between water and ethyl acetate. The organic layer was collected and dried over MgSO4. The solvent was evaporated under reduced pressure and the product purified by flash chromatography.

후처리

  1. temperatureat reflux for 2 h
  2. customThe solvent was evaporated under reduced pressure
  3. dissolutionthe solid residue dissolved in dichloromethane (30 ml)
  4. additiontreated with triethylamine (10 ml)
  5. customAfter 2 h the solvents were removed under reduced pressure
  6. customThe organic layer was collected
  7. dry with materialdried over MgSO4
  8. customThe solvent was evaporated under reduced pressure
  9. customthe product purified by flash chromatography

출처 및 근거

ORD 기록
ord-34fcf72cec264a9986a2cffd6fb24021
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06218376B1

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