Triethylamine → HCID 86680350、化合物

HRID 83490ノート

反応式

HRID 83490 の反応式
CC1[N:3]([C:8]2[CH:12]=[C:11]([I:13])[N:10]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:9]=2)C(C)=CC=1.[Cl-].O[NH3+].C(N(CC)CC)C>C(O)C.O>[I:13][C:11]1[N:10]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:9]=[C:8]([NH2:3])[CH:12]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 21645Hydroxylamine HClHCID 866803513-(2,5-dimethylpyrrol-1-yl)-5-iodo-1-phenyl-1H-pyrazole

生成物 1

HCID 86680350HCID 86680350、化合物収率 95%

試薬・触媒・溶媒 1

HCID 19096565Water ethanol溶媒

反応条件

温度
95 °C

実験手順

To a solution of 3-(2,5-dimethylpyrrol-1-yl)-5-iodo-1-phenyl-1H-pyrazole (12.2 g) in ethanol/water (2/1, 180 ml) were sequentially added hydroxylammonium chloride (46.6 g) and triethylamine (9.3 ml), and the mixture was stirred at 95° C. for 72 hours. This reaction mixture was cooled to room temperature, and concentrated under reduced pressure. To the resulting residue was added a 8M aqueous solution of sodium hydroxide (80 ml), and then the mixture was extracted with ethyl acetate (50 ml). This organic layer was sequentially washed with water and a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=3/1) to give the titled compound (9.1 g).

後処理

  1. temperatureThis reaction mixture was cooled to room temperature
  2. concentrationconcentrated under reduced pressure
  3. additionTo the resulting residue was added a 8M aqueous solution of sodium hydroxide (80 ml)
  4. extractionthe mixture was extracted with ethyl acetate (50 ml)
  5. washThis organic layer was sequentially washed with water
  6. dry with materiala saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=3/1)

出典と根拠

ORDレコード
ord-3b559981b8ff45abad260a57d7f1766a
出典データセット
uspto-grants-2014_09
特許番号
US08846746B2

反応ノート

読み込み中…