Diethyl Ether → HCID 13067091, 화합물

HRID 1903625노트

반응식

HRID 1903625 반응식
[Cl: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.[H-].[Na+].[CH3:37][CH2:38]OCC>CS(C)=O.O.Cl>[Cl:12][C:10]1[CH:9]=[CH:8][C:7]([C:13]2[C:14]([C:31]#[N:33])=[CH:15][NH:16][C:37]=2[CH3:38])=[C:6]([C:4](=[O:5])[C:3]2[CH:17]=[CH:18][CH:19]=[CH:20][C:2]=2[Cl:1])[CH:11]=1

참가 물질

8

반응물 4

HCID 3283Diethyl Ether2회HCID 24758Sodium hydrideHCID 110528851-(1-Isocyanoethanesulfonyl)-4-methylbenzeneHCID 537352183-[4-Chloro-2-(2-chlorobenzoyl)phenyl]prop-2-enenitrile

생성물 1

HCID 13067091HCID 13067091, 화합물

시약·촉매·용매 3

HCID 313Hydrochloric Acid용매HCID 679Dimethyl Sulfoxide용매HCID 962Water용매

실험 절차

A mixture of 33.9 g (0.11 mol) of 3-[2-(2-chlorobenzoyl)-4-chlorophenyl]-2-propenenitrile, 20 g (0.96 mol) of 1-tosylethyl isocyanide in 150 ml of dimethyl sulfoxide and 100 ml of ether was added dropwise to a suspension of 4.6 g (0.1 mol) of a 50% mineral oil dispension of sodium hydride in 100 ml of ether which was immersed in a room temperature water bath. Stirring at room temperature was continued for 2 hours. The mixture was diluted with 1.2 liters of water and 40 ml of 1 N hydrochloric acid and extracted with methylene chloride. The methylene chloride solution was washed with water, dried over anhydrous sodium sulfate and concentrated at reduced pressure to give a dark green oil. Crystallization from a mixture of ether and petroleum ether gave 4-[4-chloro-2-(2-chlorobenzoyl)phenyl]-5-methyl-1H-pyrrole-3-carbonitrile, mp 206°-208° C., as tan crystals. Recrystallization from ether gave the desired product as colorless crystals, mp 210°-211° C.

후처리

  1. customwas immersed in a room temperature
  2. extractionextracted with methylene chloride
  3. washThe methylene chloride solution was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated at reduced pressure
  6. customto give a dark green oil
  7. customCrystallization
  8. additionfrom a mixture of ether and petroleum ether

출처 및 근거

ORD 기록
ord-06f7cdc75247415681109a1bab991d1b
출처 데이터셋
uspto-grants-1984_03
특허 번호
US04436662

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