Dimethyl Sulfoxide → N,N-dimethyl-2-[5-(2,4-dichlorophenoxy)-2-propylthiophenoxy]propionamide

HRID 325827ノート

反応式

HRID 325827 の反応式
[Cl:1][C:2]1[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8](SCCC)=[C:9](O)[CH:10]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:27][N:28]([CH3:34])[C:29](=[O:33])[CH:30](Br)[CH3:31].C[S:36](C)=O.[CH3:39][CH2:40][CH2:41]CCC.C(OCC)(=O)C>O>[CH3:27][N:28]([CH3:34])[C:29](=[O:33])[CH:30]([S:36][C:9]1[CH:10]=[C:5]([O:4][C:3]2[CH:16]=[CH:17][C:18]([Cl:20])=[CH:19][C:2]=2[Cl:1])[CH:6]=[CH:7][C:8]=1[CH2:39][CH2:40][CH3:41])[CH3:31]

参加物

7

反応物 5

HCID 679Dimethyl SulfoxideHCID 11430Potassium CarbonateHCID 113673482-Bromo-N,N-dimethylpropanamideHCID 204628395-(2,4-Dichlorophenoxy) 2-(propylthio)phenolHCID 21226206Ethyl acetate hexane

生成物 1

HCID 131713484N,N-dimethyl-2-[5-(2,4-dichlorophenoxy)-2-propylthiophenoxy]propionamide

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

5-(2,4-Dichlorophenoxy)-2-(propylthio)phenol (0.05 mole), potassium carbonate (0.2 mole), N,N-dimethyl 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 therafter 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 N,N-dimethyl-2-[5-(2,4-dichlorophenoxy)-2-propylthiophenoxy]propionamide as the residue.

後処理

  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. customtherafter dried
  5. customto leave a residue
  6. additionThe fractions containing the product

出典と根拠

ORDレコード
ord-ee36525b3ae6407a82df2c6f64d18e13
出典データセット
uspto-grants-1984_04
特許番号
US04443248

反応ノート

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