Potassium Carbonate → 4-(2-Propynylthio)pyridine

HRID 27042

반응식

HRID 27042 반응식
[SH:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:14](Cl)[C:15]#[CH:16]>CS(C)=O>[CH2:16]([S:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1)[C:15]#[CH:14]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 122213-Chloro-1-propyneHCID 178418431pyridine-4-thiol

생성물 1

HCID 233434934-(2-Propynylthio)pyridine수율 40.2%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
60 °C

실험 절차

In 200 ml dimethyl sulfoxide (DMSO) was dissolved 25.0 g (0.225 mole) 4-mercaptopyridine. To this solution were added 15.5 g (0.112 mole) anhydrous potassium carbonate and 16.5 g (0.25 mole) propargyl chloride. This mixture was heated at 60° C. for 3 hours. The reaction mixture was then cooled to room temperature and filtered. The filtrate was added to an equal volume of water. This mixture was extracted with ether. After removal of the ether under reduced pressure, there remained 20.0 g crude product. Distillation gave 13.5 g 4-(2-propynylthio)pyridine. Yield 39% theory; b.p. 79°-81° C. (1.0 mm); mp 55°-56° C.

후처리

  1. temperatureThe reaction mixture was then cooled to room temperature
  2. filtrationfiltered
  3. additionThe filtrate was added to an equal volume of water
  4. extractionThis mixture was extracted with ether
  5. customAfter removal of the ether under reduced pressure, there
  6. distillationDistillation

출처 및 근거

ORD 기록
ord-75984f85d1ae4df1a43913435b44f7c4
출처 데이터셋
uspto-grants-1980_09
특허 번호
US04220577

연결된 노트

불러오는 중…