Water → 2,4-Dimethyl-7-[2-chloro-6-fluoro-4-(trifluoromethyl)phenoxy]-2H-1,4-benzoxazine-3(4H)-thione

HRID 847338노트

반응식

HRID 847338 반응식
[OH:1][C:2]1[CH:14]=[CH:13][C:5]2[N:6]([CH3:12])[C:7](=[S:11])[CH:8]([CH3:10])[O:9][C:4]=2[CH:3]=1.[Cl:15][C:16]1[CH:17]=[C:18]([C:24]([F:27])([F:26])[F:25])[CH:19]=[C:20]([F:23])[C:21]=1F.C(=O)([O-])[O-].[K+].[K+].O>CS(C)=O>[Cl:15][C:16]1[CH:17]=[C:18]([C:24]([F:25])([F:26])[F:27])[CH:19]=[C:20]([F:23])[C:21]=1[O:1][C:2]1[CH:14]=[CH:13][C:5]2[N:6]([CH3:12])[C:7](=[S:11])[CH:8]([CH3:10])[O:9][C:4]=2[CH:3]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 2736496Benzene, 1-chloro-2,3-difluoro-5-(trifluoromethyl)-HCID 570399137-hydroxy-2,4-dimethyl-2H-1,4-benzoxazine-3 (4H)-thione

생성물 1

HCID 100468922,4-Dimethyl-7-[2-chloro-6-fluoro-4-(trifluoromethyl)phenoxy]-2H-1,4-benzoxazine-3(4H)-thione

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
80 °C

실험 절차

First, 7-hydroxy-2,4-dimethyl-2H-1,4-benzoxazine-3 (4H)-thione (0.2 g) and 3-chloro-4,5-difluorotrifluoromethylbenzene (0.3 g) were dissolved in DMSO (5 ml), potassium carbonate (0.2 g) was added thereto, and the mixture was stirred at 80° C. for one hr. Water (10 ml) was added thereto to terminate the reaction, and the reaction mixture was extracted with ethyl acetate (20 ml×2), washed with water and a saturated saline solution and dried over anhydrous magnesium sulfate. The solvent was distilled off in vacuo, and the residue was purified by silica gel chromatography (developing solvent: n-hexane/ethyl acetate=5/1) to prepare the title compound (0.2 g) as a colorless crystal.

후처리

  1. customto terminate
  2. customthe reaction
  3. extractionthe reaction mixture was extracted with ethyl acetate (20 ml×2)
  4. washwashed with water
  5. dry with materiala saturated saline solution and dried over anhydrous magnesium sulfate
  6. distillationThe solvent was distilled off in vacuo
  7. customthe residue was purified by silica gel chromatography (developing solvent: n-hexane/ethyl acetate=5/1)
  8. customto prepare the title compound (0.2 g) as a colorless crystal

출처 및 근거

ORD 기록
ord-34a1436dac084a26adfa6ac3f4714360
출처 데이터셋
uspto-grants-1992_08
특허 번호
US05141551

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