p-Toluenesulfonic acid monohydrate → HCID 15908403、化合物

HRID 1597503ノート

反応式

HRID 1597503 の反応式
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11](=O)[CH:12]=[CH:13][C:14](=O)[CH3:15])=[CH:7][CH:6]=1)(=[O:4])=[O:3].[O:18]1[CH:22]=[CH:21][CH:20]=[C:19]1[C:23]1[CH:29]=[CH:28][C:26]([NH2:27])=[CH:25][CH:24]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[O:18]1[CH:22]=[CH:21][CH:20]=[C:19]1[C:23]1[CH:29]=[CH:28][C:26]([N:27]2[C:11]([C:8]3[CH:9]=[CH:10][C:5]([S:2]([CH3:1])(=[O:4])=[O:3])=[CH:6][CH:7]=3)=[CH:12][CH:13]=[C:14]2[CH3:15])=[CH:25][CH:24]=1

参加物

5

反応物 3

HCID 521998p-Toluenesulfonic acid monohydrateHCID 41911054-(2-Furyl)Aniline HydrochlorideHCID 54299304HCID 54299304、化合物

生成物 1

HCID 15908403HCID 15908403、化合物収率 24.3%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture of 1-[4-(methylsulfonyl)phenyl]pentene-1,4-dione (0.305 g, 1.2 mmol prepared according to the method of J. Med. Chem., 1997, 40, 1619), 4-(2-furyl)aniline (0.35 g, 2 mmol), and p-toluenesulfonic acid monohydrate (0.015 g) in toluene (40 mL) was heated at reflux temperature for 16 hours using Dean-Stark apparatus. After cooling, volatiles were removed by evaporation. The residue was purified by flash chromatography eluting with hexane/ethyl acetate (4/1). The resulting solid was recrystallized from CH2Cl2/hexane to give the title compound (0.11 g, 24.3% yield).

後処理

  1. customprepared
  2. temperatureat reflux temperature for 16 hours
  3. temperatureAfter cooling
  4. customvolatiles were removed by evaporation
  5. customThe residue was purified by flash chromatography
  6. washeluting with hexane/ethyl acetate (4/1)
  7. customThe resulting solid was recrystallized from CH2Cl2/hexane

出典と根拠

ORDレコード
ord-8318d749ac6a4436bf96a9e52f7a3262
出典データセット
uspto-grants-2001_09
特許番号
US06294558B1

反応ノート

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