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

HRID 379307노트

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HRID 379307 반응식
[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]

참가 물질

6

반응물 5

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

생성물 1

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

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온도
5 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-09b145c7357849cfaef736d30a1fe937
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06297374B1

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