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

HRID 226069

반응식

HRID 226069 반응식
[S:1]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]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>[Br:28][C:3]1[C:4]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[S:1][CH:2]=1

참가 물질

8

반응물 5

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 24408BromineHCID 24450Potassium Phosphate, DibasicHCID 289928Thieno(2,3-b)pyridineHCID 516892Sodium Bicarbonate

생성물 1

HCID 2899263-Bromothieno[2,3-b]pyridine수율 48.4%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매2회

실험 절차

2.30 g of Thieno[2,3-b]pyridine (17 mmol), 1.43 g of NaHCO3 (17 mmol), 4.44 g of K2HPO4 (25.5 mmol) and 2.66 g of MgSO4 (22.1 mmol) are placed into the flask with 80 ml of dichloromethane. The reaction mixture is stirred under reflux. 1.05 ml of bromine (20.4 mmol) is added slowly to the mixture and is stirred overnight. CH2Cl2 and water are added to the cooled reaction mixture and separated. The CH2Cl2 layer is dried over Na2SO4 and evaporated. The crude product is applied onto a silica-gel chromatography column (Hexane: AcOEt=3:1) to give 1.76 g of the title compound. Yield 48%. mass spectrum (m/e): 215 (M+1); 1H-NMR (CDCl3): 8.67 (m, 1H), 8.13 (m, 1H), 7.59 (s, 1H), 7.45 (m, 1H) ppm.

후처리

  1. temperatureunder reflux
  2. stirringis stirred overnight
  3. customseparated
  4. dry with materialThe CH2Cl2 layer is dried over Na2SO4
  5. customevaporated

출처 및 근거

ORD 기록
ord-137de9ad09d94fd7bf2c4d32b1346a4c
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07557103B2

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