Dimethyl Sulfoxide → HCID 13067089, 화합물

HRID 1388599노트

반응식

HRID 1388599 반응식
[F:1][C:2]1[CH:20]=[CH:19][CH:18]=[CH:17][C:3]=1[C:4]([C:6]1[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:7]=1[CH:13]=[CH:14][C:15]#[N:16])=[O:5].S([CH:31]([N+:33]#[C-])C)(C1C=CC(C)=CC=1)(=O)=O.CS(C)=O.[H-].[Na+].[CH3:41][CH2:42]OCC>O>[F:1][C:2]1[CH:20]=[CH:19][CH:18]=[CH:17][C:3]=1[C:4]([C:6]1[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:7]=1[C:13]1[C:14]([C:31]#[N:33])=[CH:15][NH:16][C:41]=1[CH3:42])=[O:5]

참가 물질

7

반응물 5

HCID 679Dimethyl SulfoxideHCID 3283Diethyl Ether2회HCID 24758Sodium hydrideHCID 110528851-(1-Isocyanoethanesulfonyl)-4-methylbenzeneHCID 539727423-[4-Chloro-2-(2-fluorobenzoyl)phenyl]prop-2-enenitrile

생성물 1

HCID 13067089HCID 13067089, 화합물

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 34.5 g (121 mmole) of 3-[2-(2-fluorobenzoyl)-4-chlorophenyl]-2-propenenitrile, 25.3 g (121 mmole) of 1-tosylethyl isocyanide, 200 ml of dimethyl sulfoxide and 400 ml of ether was added dropwise to a suspension of 8.9 g (184 mmole) of 50% sodium hydride in mineral oil and 450 ml of ether. When the addition was complete stirring was continued for 2 hr. The mixture was diluted with water and the ether layer was separated. The aqueous solution was extracted with ether. The combined ether extracts were washed with water, dried over anhydrous sodium sulfate, and concentrated at reduced pressure to give a dark oil. Crystallization from ether gave off-white crystals. A small portion was recrystallized from a mixture of methylene chloride and ether to give colorless prisms, mp 201°-202°.

후처리

  1. additionWhen the addition
  2. customthe ether layer was separated
  3. extractionThe aqueous solution was extracted with ether
  4. washThe combined ether extracts were washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated at reduced pressure
  7. customto give a dark oil
  8. customCrystallization from ether
  9. customgave off-white crystals
  10. customA small portion was recrystallized from a mixture of methylene chloride and ether
  11. customto give colorless prisms, mp 201°-202°

출처 및 근거

ORD 기록
ord-c3c7fd0b811e4b07ae36e6ba7a03b9c6
출처 데이터셋
uspto-grants-1984_02
특허 번호
US04431823

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