Dimethyl Sulfoxide → 1-Butyroyl-1-nitro-2,2-bis(methylthio)ethylene

HRID 231193ノート

反応式

HRID 231193 の反応式
[N+:1]([CH2:4][C:5](=[O:9])[CH2:6][CH2:7][CH3:8])([O-:3])=[O:2].[OH-].[Na+].[C:12](=S)=[S:13].CI.[CH3:17][S:18]([CH3:20])=O>>[C:5]([C:4]([N+:1]([O-:3])=[O:2])=[C:17]([S:13][CH3:12])[S:18][CH3:20])(=[O:9])[CH2:6][CH2:7][CH3:8]

参加物

6

反応物 5

HCID 679Dimethyl SulfoxideHCID 6328Methyl iodideHCID 6348Carbon DisulfideHCID 14798Sodium HydroxideHCID 214474071-Nitropentan-2-one

生成物 1

HCID 139210061-Butyroyl-1-nitro-2,2-bis(methylthio)ethylene

実験手順

To a solution of 13.1 g of 1-nitro-2-pentanone in 200 ml of dimethylsulfoxide was added dropwise 44 g of 20% sodium hydroxide solution at 10°-20° C. 12 g of carbon disulfide was then added dropwise to the solution at 10° C. and the mixture was stirred for 2 hours at 0°-10° C. 57 g of methyliodide was dropped into the mixture with ice cooling and the reaction mixture was allowed to stand overnight at room temperature. This was then poured into ice water and the organic layer was extracted with dichloromethane. The extract was washed with water a few times, and after removing the solvent the residue was purified by chromatography on a silicagel column to give desired 1-butyroyl-1-nitro-2,2-bis(methylthio)ethylene. The yield is 3.0 g.

後処理

  1. waitto stand overnight at room temperature
  2. extractionthe organic layer was extracted with dichloromethane
  3. washThe extract was washed with water a few times
  4. customafter removing the solvent the residue
  5. customwas purified by chromatography on a silicagel column

出典と根拠

ORDレコード
ord-9002c25136ab491896837cc13ceffcda
出典データセット
uspto-grants-1989_07
特許番号
US04845106

反応ノート

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