Thiophenol → 2-((Phenylthio)methyl)pyridine

HRID 72639

반응식

HRID 72639 반응식
[C:1]1([SH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[F-].[Cs+].Cl[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=1>CN(C=O)C>[C:1]1([S:7][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

6

반응물 4

HCID 7969ThiophenolHCID 10796Cesium carbonateHCID 23393Picolyl chlorideHCID 25953Cesium fluoride

생성물 1

HCID 1944222-((Phenylthio)methyl)pyridine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
55 °C

실험 절차

Thiophenol 2(2) (2.77 g, 0.025 mol), cesium carbonate (24.65 g, 0.075 mol) and catalytical amount of cesium fluoride were added successively to a solution of 2-chloromethylpyridine 6(1) (1.13 g, 0.017 mol) in absolute DMF (28 ml). The reaction mixture was stirred at 50-60° C. for 2 h in argon current and left for night at 20° C. Solvent was removed in vacuo, the residue was dissolved in water, the reaction product was extracted with CH2Cl2, dried over MgSO4, solvent was evaporated in vacuo. It gave 2-phenylsulphanylmethylpyridine 6(2), 3.2 g, (95%).

후처리

  1. waitleft for night at 20° C
  2. customSolvent was removed in vacuo
  3. dissolutionthe residue was dissolved in water
  4. extractionthe reaction product was extracted with CH2Cl2
  5. dry with materialdried over MgSO4, solvent
  6. customwas evaporated in vacuo

출처 및 근거

ORD 기록
ord-732657db7ea443d1bfa53512ad456a36
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829002B2

연결된 노트

불러오는 중…