Benzoic Acid → 5-(2-(2-Chlorophenyl)benzylidene)thiazolidine-2,4-dione

HRID 1394155

Reaktionsgleichung

Reaktionsgleichung von HRID 1394155
[CH:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[Cl:15])=O.[S:16]1[CH2:20][C:19](=[O:21])[NH:18][C:17]1=[O:22].N1CCCCC1.C(O)(=O)C1C=CC=CC=1>C1(C)C=CC=CC=1.O>[Cl:15][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[CH:1]=[C:20]1[S:16][C:17](=[O:22])[NH:18][C:19]1=[O:21]

Komponenten

7

Edukt 4

HCID 243Benzoic AcidHCID 5437ThiazolidinedioneHCID 8082PiperidineHCID 13923752'-Chloro-[1,1'-biphenyl]-2-carbaldehyde

Produkt 1

HCID 851083055-(2-(2-Chlorophenyl)benzylidene)thiazolidine-2,4-dione

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a solution of 2-formyl-(2′-chloro-1,1′-biphenyl) (0.12 g, 0.55 mmol) and 2,4-thiazolidinedione (0.08 g, 0.65 mmol) in toluene (10 mL) were added piperidine (0.008 mL, 0.073 mMol) and benzoic acid (0.011 mg, 0.08 mmol), and the reaction was refluxed for 4 h with continuous removal of water. The solvent was then distilled off and the oily residue obtained was purified by chromatography on silica-gel using hexane: ethyl acetate (3:1) as the eluent to yield titled product.

Aufarbeitung

  1. distillationThe solvent was then distilled off
  2. customthe oily residue obtained
  3. customwas purified by chromatography on silica-gel

Quellen und Nachweise

ORD-Eintrag
ord-32b984fe771643cc927f44d9582f6dee
Quelldatensatz
uspto-grants-2008_03
Patentnummer
US07348348B2

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