Sodium Acetate → 5-(3-Methanesulfonyl-4-phenyl-quinolin-6-ylmethylene)-2-thioxo-thiazolidin-4-one

HRID 1297702Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1297702
[CH3:1][S:2]([C:5]1[CH:6]=[N:7][C:8]2[C:13]([C:14]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[CH:12][C:11]([CH:21]=O)=[CH:10][CH:9]=2)(=[O:4])=[O:3].[S:23]1[CH2:29][C:27](=[O:28])[NH:26][C:24]1=[S:25].C([O-])(=O)C.[Na+]>C(O)(=O)C>[CH3:1][S:2]([C:5]1[CH:6]=[N:7][C:8]2[C:13]([C:14]=1[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)=[CH:12][C:11]([CH:21]=[C:29]1[S:23][C:24](=[S:25])[NH:26][C:27]1=[O:28])=[CH:10][CH:9]=2)(=[O:4])=[O:3]

Komponenten

5

Edukt 3

HCID 517045Sodium AcetateHCID 1201546RhodanineHCID 585858373-Methanesulfonyl-4-phenyl-quinoline-6-carbaldehyde

Produkt 1

HCID 768238465-(3-Methanesulfonyl-4-phenyl-quinolin-6-ylmethylene)-2-thioxo-thiazolidin-4-oneAusbeute 76,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A mixture of 3-methanesulfonyl-4-phenyl-quinoline-6-carbaldehyde (example 611,78 mg, 0.25 mmol), rhodanine (67 mg, 0.50 mmol), sodium acetate (82 mg, 1.0 mmol), and acetic acid (2.5 mL) was heated under the microwave irradiation at 160 degrees for 40 min. After cooling to about room temperature, the reaction mixture was filtered, and the solid was collected, washed with water, dried to give 5-(3-methanesulfonyl-4-phenyl-quinolin-6-ylmethylene)-2-thioxo-thiazolidin-4-one (82 mg, 76%) with a yellow color. LC-MS m/e 427 (MH+).

Aufarbeitung

  1. temperaturewas heated under the microwave irradiation at 160 degrees for 40 min
  2. temperatureAfter cooling to about room temperature
  3. filtrationthe reaction mixture was filtered
  4. customthe solid was collected
  5. washwashed with water
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-0a798ef00a264656bf2249411b0a0edf
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07250515B2

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