Toluene → HCID 86590247, 화합물

HRID 2212578노트

반응식

HRID 2212578 반응식
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]

참가 물질

7

반응물 4

HCID 1140TolueneHCID 5437ThiazolidinedioneHCID 8082PiperidineHCID 21966438HCID 21966438, 화합물

생성물 1

HCID 86590247HCID 86590247, 화합물수율 46%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-eed2d705dc59468faa6da20edeac562a
출처 데이터셋
uspto-grants-2006_09
특허 번호
US07102000B2

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