2,2,2-Trifluoroethanol → 1-[2-(2,2,2-Trifluoroethoxy)-5-pyridylmethyl]-2-(nitroimino)imidazolidine

HRID 22213

반응식

HRID 22213 반응식
[H-].[Na+].[F:3][C:4]([F:8])([F:7])[CH2:5][OH:6].[H][H].[Na].FC(F)(F)CO.Cl[C:19]1[CH:24]=[CH:23][C:22]([CH2:25][N:26]2[CH2:30][CH2:29][NH:28][C:27]2=[N:31][N+:32]([O-:34])=[O:33])=[CH:21][N:20]=1>C1(C)C=CC=CC=1.CN(C)C1C=CN=CC=1>[F:3][C:4]([F:8])([F:7])[CH2:5][O:6][C:19]1[CH:24]=[CH:23][C:22]([CH2:25][N:26]2[CH2:30][CH2:29][NH:28][C:27]2=[N:31][N+:32]([O-:34])=[O:33])=[CH:21][N:20]=1

참가 물질

8

반응물 5

HCID 64092,2,2-TrifluoroethanolHCID 24758Sodium hydrideHCID 867421422,2,2-Trifluoroethanol sodium saltHCID 1355277641-[(6-chloropyridin-3-yl)methyl]-N-nitroimidazolidin-2-imineHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 1363427901-[2-(2,2,2-Trifluoroethoxy)-5-pyridylmethyl]-2-(nitroimino)imidazolidine수율 23.6%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 1140Toluene용매

반응 조건

온도
80 °C

실험 절차

Sodium hydride (0.48 g) was added to a solution of 2,2,2-trifluoroethanol (2.4 g) in toluene (30 ml) was added, and the mixture was stirred until the generation of hydrogen ceased. As a result, 2,2,2-trifluoroethanol sodium salt was prepared. To the product were added 1-(2-chloro-5-pyridylmethyl)-2-(nitroimino)imidazolidine (5.1 g) synthesized by the method of Example 3 and a catalytic amount of 4-dimethylaminopyridine. The mixture was heated at 80° C. for 10 hours with stirring. After cooling the reaction mixture, the precipitated crystals were collected by filtration, washed with water and ether and then purified by silica gel chromatography to give 1-[2-(2,2,2-trifluoroethoxy)-5-pyridylmethyl]-2-(nitroimino)imidazolidine (1.5 g).

후처리

  1. additionwas added
  2. customsynthesized by the method of Example 3
  3. temperatureAfter cooling the reaction mixture
  4. filtrationthe precipitated crystals were collected by filtration
  5. washwashed with water and ether
  6. custompurified by silica gel chromatography

출처 및 근거

ORD 기록
ord-37f501ed7b344cf2b37eaf2f0fd15b97
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05428032

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