Water → 3-(2-chloro-6-fluorophenyl)-5-[2-chloro-4-(3-chloro-5-trifluoromethylpyridine-2-yloxymethyl)phenyl]-1-methyl-1H-1,2,4-triazole

HRID 52225

반응식

HRID 52225 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9]1[N:13]=[C:12]([C:14]2[CH:19]=[CH:18][C:17]([CH2:20][OH:21])=[CH:16][C:15]=2[Cl:22])[N:11]([CH3:23])[N:10]=1.[H-].[Na+].Cl[C:27]1[C:32]([Cl:33])=[CH:31][C:30]([C:34]([F:37])([F:36])[F:35])=[CH:29][N:28]=1.O>COCCOC>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9]1[N:13]=[C:12]([C:14]2[CH:19]=[CH:18][C:17]([CH2:20][O:21][C:27]3[C:32]([Cl:33])=[CH:31][C:30]([C:34]([F:37])([F:35])[F:36])=[CH:29][N:28]=3)=[CH:16][C:15]=2[Cl:22])[N:11]([CH3:23])[N:10]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 1122342,3-Dichloro-5-(trifluoromethyl)pyridineHCID 214636183-(2-chloro-6-fluorophenyl)-5-(2-chloro-4-hydroxymethylphenyl) 1-methyl-1H-1,2,4-triazole

생성물 1

HCID 214636803-(2-chloro-6-fluorophenyl)-5-[2-chloro-4-(3-chloro-5-trifluoromethylpyridine-2-yloxymethyl)phenyl]-1-methyl-1H-1,2,4-triazole수율 82.1%

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매2회

반응 조건

온도
0 °C

실험 절차

3-(2-chloro-6-fluorophenyl)-5-(2-chloro-4-hydroxymethylphenyl) 1-methyl-1H-1,2,4-triazole (0.50 g) is dissolved in 1,2-dimethoxyethane (20 ml) and cooled to 0° C., to which is added sodium hydride (60%, 0.07 g) and the reaction mixture is stirred for 15 minutes. Then, a solution of 2,3-dichloro-5-trifluoromethyl pyridine (0.34 g) in 1,2-dimethoxyethane (10 ml) is added dropwise and stirred for 3 hours. On completion of the reaction, the reaction solution is warmed to room temperature and poured into water and extracted with ether. The organic layer is washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The concentrate is purified by silica gel column chromatography to give 0.62 g of desired compound.

후처리

  1. stirringstirred for 3 hours
  2. customOn completion of the reaction
  3. temperaturethe reaction solution is warmed to room temperature
  4. extractionextracted with ether
  5. washThe organic layer is washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe concentrate is purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-a27c64c90b344b65971f5c1a125fed1a
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05616594

연결된 노트

불러오는 중…