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

HRID 847338ノート

反応式

HRID 847338 の反応式
[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

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-34a1436dac084a26adfa6ac3f4714360
出典データセット
uspto-grants-1992_08
特許番号
US05141551

反応ノート

読み込み中…