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Water → (7-Bromo-2,3-dihydro-pyrido[2,3-b][1,4]oxazin-1-yl)-(3,5-dibromo-4-methoxy phenyl)-methanone

HRID 1943664
ノート
印刷プレビュー

反応式

HRID 1943664 の反応式
[Br:1][C:2]1[CH:11]=[N:10][C:5]2[O:6][CH2:7][CH2:8][NH:9][C:4]=2[CH:3]=1.[Br:12][C:13]1[CH:14]=[C:15]([CH:19]=[C:20]([Br:24])[C:21]=1[O:22][CH3:23])[C:16](Cl)=[O:17].C(N(CC)CC)C.O>ClCCl>[Br:1][C:2]1[CH:11]=[N:10][C:5]2[O:6][CH2:7][CH2:8][N:9]([C:16]([C:15]3[CH:19]=[C:20]([Br:24])[C:21]([O:22][CH3:23])=[C:13]([Br:12])[CH:14]=3)=[O:17])[C:4]=2[CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 337796303,5-Dibromo-4-methoxybenzoyl chlorideHCID 667890617-bromo-1H,2H,3H-pyrido[2,3-b][1,4]oxazine

生成物 1

HCID 66936520(7-Bromo-2,3-dihydro-pyrido[2,3-b][1,4]oxazin-1-yl)-(3,5-dibromo-4-methoxy phenyl)-methanone収率 63.1%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

To a 10 ml flask, 7-bromo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine (37 mg, 0.172 mmol) and 3,5-dibromo-4-methoxy-benzoyl chloride (113 mg, 0.344 mmol) were dissolved in dichloromethane (0.5 ml). Triethylamine (0.120 ml, 0.860 mmol) was added thereto and then stirred at room temperature for 1 hour. After completion of the reaction by adding water to the reaction mixture, the organic layer was extracted with dichloromethane and the combined organic layer was washed with water and saturated saline solution, dried over anhydrous sodium sulfate (Na2SO4), filtered and evaporated under reduced pressure. The residue was purified by column chromatography on silica eluting with a solvent of dichloromethane:ethyl acetate:n-hexane=1:2:5. The fractions containing the product were collected and evaporated to obtain white solid (55 mg, 63%).

後処理

  1. customAfter completion of the reaction
  2. extractionthe organic layer was extracted with dichloromethane
  3. washthe combined organic layer was washed with water and saturated saline solution
  4. dry with materialdried over anhydrous sodium sulfate (Na2SO4)
  5. filtrationfiltered
  6. customevaporated under reduced pressure
  7. customThe residue was purified by column chromatography on silica eluting with a solvent of dichloromethane
  8. additionThe fractions containing the product
  9. customwere collected
  10. customevaporated

出典と根拠

ORDレコード
ord-894d1d2e05624fb6bbbb2cf5c474be0d
出典データセット
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08394792B2

反応ノート

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このページの内容参加物実験手順後処理出典と根拠反応ノート