Toluene → HCID 86590247、化合物

HRID 2212578ノート

反応式

HRID 2212578 の反応式
C1(C)C=CC=CC=1.N1CCCCC1.[CH3:14][N:15]1[C:24]2[C:19](=[CH:20][C:21]([CH3:38])=[C:22]([C:25]3[CH:26]=[C:27]([CH:30]=[CH:31][C:32]=3[O:33][C:34]([F:37])([F:36])[F:35])[CH:28]=O)[CH:23]=2)[C:18]([CH3:40])([CH3:39])[CH2:17][C:16]1=[O:41].[S:42]1[CH2:46][C:45](=[O:47])[NH:44][C:43]1=[O:48]>C(OCC)(=O)C.C(O)(=O)C>[CH3:14][N:15]1[C:24]2[C:19](=[CH:20][C:21]([CH3:38])=[C:22]([C:25]3[CH:26]=[C:27]([CH:30]=[CH:31][C:32]=3[O:33][C:34]([F:35])([F:37])[F:36])[CH:28]=[C:46]3[S:42][C:43](=[O:48])[NH:44][C:45]3=[O:47])[CH:23]=2)[C:18]([CH3:39])([CH3:40])[CH2:17][C:16]1=[O:41]

参加物

7

反応物 4

HCID 1140TolueneHCID 5437ThiazolidinedioneHCID 8082PiperidineHCID 21966438HCID 21966438、化合物

生成物 1

HCID 86590247HCID 86590247、化合物収率 46%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of toluene (80 mL), piperidine (380 μL), acetic acid (380 μL), 3-(1,4,4,6-Tetramethyl-2-oxo-1,2,3,4-tetrahydro-quinolin-7-yl)-4-trifluoromethoxy-benzaldehyde (7.5 g, 19.16 mmol) and 2,4-thiazolidinedione (2.25 g, 19.16 mmol) was heated at reflux overnight. The reaction mixture was cooled to room temperature, diluted with ethyl acetate and washed with water and brine, dried over MgSO4. The residue was recrystallized successively from ethanol, dichloromethane/hexane and ethanol to afford 4.3 g (46%) of 5-[3-(1,4,4,6-tetramethyl-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)-4-trifluoromethoxy-benzylidene]-thiazolidine-2,4 dione. mp 182–184° C.

後処理

  1. temperaturewas heated
  2. temperatureat reflux overnight
  3. washwashed with water and brine
  4. dry with materialdried over MgSO4
  5. customThe residue was recrystallized successively from ethanol, dichloromethane/hexane and ethanol

出典と根拠

ORDレコード
ord-eed2d705dc59468faa6da20edeac562a
出典データセット
uspto-grants-2006_09
特許番号
US07102000B2

反応ノート

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