Sulfuric acid magnesium salt (1:1) → 3-Bromothieno[3,2-b]pyridine

HRID 226061ノート

反応式

HRID 226061 の反応式
[S:1]1[C:9]2[C:4](=[N:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.C(=O)(O)[O-].[Na+].OP([O-])([O-])=O.[K+].[K+].[O-]S([O-])(=O)=O.[Mg+2].[Br:28]Br>O.C(Cl)(Cl)Cl>[Br:28][C:3]1[C:4]2=[N:5][CH:6]=[CH:7][CH:8]=[C:9]2[S:1][CH:2]=1

参加物

8

反応物 5

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 24408Bromine2 回HCID 24450Potassium Phosphate, DibasicHCID 516892Sodium BicarbonateHCID 12210218Thienopyridine

生成物 1

HCID 132204283-Bromothieno[3,2-b]pyridine収率 72%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6212Chloroform溶媒

実験手順

3.45 g of Thieno[3,2-b]pyridine (25.6 mmol), 2.15 g of sodium bicarbonate (25.6 mmol), 6.69 g of K2HPO4 (38.4 mmol) and 4.01 g of MgSO4 (33.3 mmol) are placed in the flask with 60 ml of CHCl3. The mixture is stirred under reflux and 1.57 ml of Br2 (30.7 mmol) is added slowly. The reaction mixture is stirred under reflux overnight. Additional 0.7 ml of bromine is added and stirred under reflux for 4 h and cooled to room temperature. Water is added and extracted with CHCl3. The separated CHCl3 is washed by sat. Na2S2O3 and sat. NaCl and dried over Na2SO4 and evaporated. The title compound is recrystallized from Hexane/CH2Cl2. 3.94 g, Yield 72%. mass spectrum (m/e): 215 (M+1); 1H-NMR (CDCl3): 8.86 (d, 1H, J=5.2 Hz), 8.24 (d, 1H, J=8.2 Hz), 7.82 (s, 1H), 7.38 (dd, 1H, J=8.2 Hz, 5.2 Hz) ppm.

後処理

  1. temperatureunder reflux
  2. stirringThe reaction mixture is stirred
  3. temperatureunder reflux overnight
  4. stirringstirred
  5. temperatureunder reflux for 4 h
  6. extractionextracted with CHCl3
  7. washThe separated CHCl3 is washed by sat. Na2S2O3 and sat. NaCl
  8. dry with materialdried over Na2SO4
  9. customevaporated
  10. customThe title compound is recrystallized from Hexane/CH2Cl2

出典と根拠

ORDレコード
ord-b718903e6dc44b728b56ca27d9de17c3
出典データセット
uspto-grants-2009_07
特許番号
US07557103B2

反応ノート

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