Water → 2-(2-Phenyl-ethen-1-yl)-3-difluoromethoxy-thiophene-2-carboxanilide

HRID 429804ノート

反応式

HRID 429804 の反応式
[C:1]1([CH:7]=[CH:8]C2C=CC=CC=2N)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([N:18]([CH2:21][CH3:22])CC)C.[F:23][CH:24]([F:34])[O:25][C:26]1[CH:30]=[CH:29][S:28][C:27]=1[C:31](Cl)=[O:32].O>C1(C)C=CC=CC=1>[C:1]1([CH:7]=[CH:8][C:27]2([C:31]([NH:18][C:21]3[CH:22]=[CH:3][CH:2]=[CH:1][CH:6]=3)=[O:32])[CH:26]([O:25][CH:24]([F:34])[F:23])[CH:30]=[CH:29][S:28]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 139378AminostilbeneHCID 111275992-Thiophenecarbonyl chloride, 3-(difluoromethoxy)-

生成物 1

HCID 698864132-(2-Phenyl-ethen-1-yl)-3-difluoromethoxy-thiophene-2-carboxanilide収率 189.2%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

反応条件

温度
50 °C

実験手順

At room temperature, a solution of 0.3 g (0.0015 mol) of 2-(2-phenyl-ethen-1-yl)-aniline in 2 ml of toluene is admixed with a solution of 0.15 g (0.0015 mol) of triethylamine in 10 ml of toluene. At room temperature, 0.33 g (0.0015 mol) of 3-difluoromethoxy-thiophene-2-carbonyl chloride are added to this mixture with stirring. The mixture is subsequently heated to 50° C. and stirred at this temperature for 2 hours. For work-up, the reaction mixture is then cooled to room temperature and admixed with water. The organic phase is separated off, dried over sodium sulphate and then concentrated under reduced pressure at 60° C. The residue that remains is chromatographed over silica gel using diethyl ether. Concentration of the eluate gives 0.53 g (95% of theory) of 2-(2-phenyl-ethen-1-yl)-3-difluoromethoxy-thiophene-2-carboxanilide in the form of a solid substance of melting point 80 to 82° C.

後処理

  1. customAt room temperature
  2. stirringstirred at this temperature for 2 hours
  3. temperatureFor work-up, the reaction mixture is then cooled to room temperature
  4. customThe organic phase is separated off
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated under reduced pressure at 60° C
  7. customThe residue that remains is chromatographed over silica gel

出典と根拠

ORDレコード
ord-6b559aa5e99f45c7ac2505d15179bda8
出典データセット
uspto-grants-2001_11
特許番号
US06319940B1

反応ノート

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