Dimethyl Sulfoxide → HCID 13067089、化合物

HRID 223474ノート

反応式

HRID 223474 の反応式
[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]

参加物

7

反応物 5

HCID 679Dimethyl SulfoxideHCID 3283Diethyl Ether2 回HCID 24758Sodium hydrideHCID 110528851-(1-Isocyanoethanesulfonyl)-4-methylbenzeneHCID 539727423-[4-Chloro-2-(2-fluorobenzoyl)phenyl]prop-2-enenitrile

生成物 1

HCID 13067089HCID 13067089、化合物

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 34.5 g (121 mmole) of 3-[2-(2-fluorobenzoyl)-4-chlorophenyl]-2-propenenitrile, 25.3 g (121 mole) 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°.

後処理

  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°

出典と根拠

ORDレコード
ord-e9355da7639244919f6fac574736abd3
出典データセット
uspto-grants-1982_10
特許番号
US04354973

反応ノート

読み込み中…