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

HRID 324466ノート

反応式

HRID 324466 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-34fcf72cec264a9986a2cffd6fb24021
出典データセット
uspto-grants-2001_04
特許番号
US06218376B1

反応ノート

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