Toluene → HCID 86588863, Verbindung

HRID 1790194Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1790194
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].[CH3:42][N:43]1[C:47](=[O:48])[CH2:46][S:45][C:44]1=[O:49]>C(OCC)(=O)C.C(O)(=O)C>[CH3:42][N:43]1[C:47](=[O:48])[C:46](=[CH:28][C:27]2[CH:30]=[CH:31][C:32]([O:33][C:34]([F:37])([F:36])[F:35])=[C:25]([C:22]3[CH:23]=[C:24]4[C:19]([C:18]([CH3:39])([CH3:40])[CH2:17][C:16](=[O:41])[N:15]4[CH3:14])=[CH:20][C:21]=3[CH3:38])[CH:26]=2)[S:45][C:44]1=[O:49]

Komponenten

7

Edukt 4

HCID 1140TolueneHCID 8082PiperidineHCID 12820623-Methyl-1,3-thiazolidine-2,4-dioneHCID 21966438HCID 21966438, Verbindung

Produkt 1

HCID 86588863HCID 86588863, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

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 a 3-alkyl—thiazolidine-2,4-dione such as 3-Methyl-thiazolidine-2,4-dione (19.16 mmol) is heated at reflux overnight. The reaction mixture is cooled to room temperature, diluted with ethyl acetate and is washed with water and brine, dried over MgSO4. The residue is recrystallized to afford 3-methyl-5-[3-(1,4,4,6-tetramethyl-2-oxo-1,2,3,4-tetrahydro-quinolin-7-yl)-4-trifluoromethoxy-benzylidene]-thiazolidine-2,4-dione.

Aufarbeitung

  1. temperatureat reflux overnight
  2. washis washed with water and brine
  3. dry with materialdried over MgSO4
  4. customThe residue is recrystallized

Quellen und Nachweise

ORD-Eintrag
ord-5b00ee9768ad48a898dd923a0cb62874
Quelldatensatz
uspto-grants-2006_07
Patentnummer
US07071218B2

Notizen zur Reaktion

Wird geladen…