Dimethyl Sulfoxide → 2-[5-(2-Cyano-4-fluorophenoxy)-2-methylthiophenoxy]propionamide

HRID 325831

반응식

HRID 325831 반응식
[C:1]([C:3]1[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:4]=1[O:5][C:6]1[CH:7]=[CH:8][C:9](SC)=[C:10](O)[CH:11]=1)#[N:2].Br[CH:21]([CH3:25])[C:22]([NH2:24])=[O:23].C[S:27]([CH3:29])=O.O>CCCCCC.C(OCC)(=O)C>[C:1]([C:3]1[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:4]=1[O:5][C:6]1[CH:11]=[CH:10][C:9]([CH3:8])=[C:29]([CH:7]=1)[S:27][CH:21]([CH3:25])[C:22]([NH2:24])=[O:23])#[N:2]

참가 물질

6

반응물 4

HCID 679Dimethyl SulfoxideHCID 962WaterHCID 1011182-BromopropanamideHCID 204628495-(2-Cyano-4-fluorophenoxy) 2-(methylthio)phenol

생성물 1

HCID 1317134862-[5-(2-Cyano-4-fluorophenoxy)-2-methylthiophenoxy]propionamide

시약·촉매·용매 1

HCID 21226206Ethyl acetate hexane용매

실험 절차

5-(2-Cyano-4-fluorophenoxy)-2-(methylthio)phenol (0.05 mole) potassium carbonate (0.2 mole), 2-bromopropionamide (0.08 mole) and dimethylsulfoxide (200 ml) are charged into a 500 ml glass reaction flask equipped with a mechanical stirrer. The reaction mixture is stirred at room temperature for a period of about 8 hours. After this time the mixture is poured into 500 ml of water. The resulting mixture is extracted three times with 100 ml portions of methylene chloride. The extracts are then combined, washed with water and thereafter dried. The dried solution is then stripped of solvent under reduced pressure to leave a residue. The residue is subjected to chromatography using a clay column and hexane/ethyl acetate mixtures as the eluant. The fractions containing the product are combined and stripped of solvent to yield the desired product 2-[5-(2-cyano-4-fluorophenoxy)-2-methylthiophenoxy]propionamide as the residue.

후처리

  1. customequipped with a mechanical stirrer
  2. extractionThe resulting mixture is extracted three times with 100 ml portions of methylene chloride
  3. washwashed with water
  4. customdried
  5. customto leave a residue
  6. additionThe fractions containing the product

출처 및 근거

ORD 기록
ord-558b3d313b6544dda8e9439e419a4d5b
출처 데이터셋
uspto-grants-1984_04
특허 번호
US04443248

연결된 노트

불러오는 중…