Benzene → Hexadecylpyridinium Sulfathiazole

HRID 1517232

Reaktionsgleichung

Reaktionsgleichung von HRID 1517232
C1C=CC=CC=1.[Na+].[Cl-].[CH2:9]([N+:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24].[CH:31]1[C:36]([NH2:37])=[CH:35][CH:34]=[C:33]([S:38]([NH:41][C:42]2[S:46][CH:45]=[CH:44][N:43]=2)(=[O:40])=[O:39])[CH:32]=1>CS(C)=O>[CH2:9]([N+:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24].[CH:35]1[C:36]([NH2:37])=[CH:31][CH:32]=[C:33]([S:38]([NH:41][C:42]2[S:46][CH:45]=[CH:44][N:43]=2)(=[O:40])=[O:39])[CH:34]=1

Komponenten

6

Edukt 4

HCID 241BenzeneHCID 2683CetylpyridiniumHCID 5234Sodium ChlorideHCID 5340Sulfathiazole

Produkt 1

HCID 86612080Hexadecylpyridinium Sulfathiazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

Hexadecylpyridinium chloride (0.003 mol) was dissolved in 100 mL of distilled water by gentle stirring and heating. Sulfathiazole sodium (0.003 mol) was dissolved in 60 mL of distilled water by gentle stirring and heating. The two solutions were combined and the reaction mixture was stirred at room temperature for 1 h. A rotary evaporator was used to remove the distilled water and produced the ionic liquid and NaCl salt. Benzene was used to dissolve the ionic liquid while the NaCl salt precipitated. The NaCl salt was filtered from the reaction solution. A rotary evaporator was used to remove the benzene and a yellow solid was obtained in a 77.22% yield. 1H NMR (DMSO) was obtained. Melting point (hot plate apparatus)=40-50° C. The hexadecylpyridinium ion is known to have antibacterial properties and the sulfathiazole is known for the treatment of gonorrhea and other bacterial infections.

Aufarbeitung

  1. customprecipitated
  2. filtrationThe NaCl salt was filtered from the reaction solution
  3. customA rotary evaporator
  4. customto remove the benzene
  5. customa yellow solid was obtained in a 77.22% yield
  6. customMelting point (hot plate apparatus)=40-50° C

Quellen und Nachweise

ORD-Eintrag
ord-6a978b65b3174339addd3044030d6cf5
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08232265B2

Verknüpfte Notizen

Wird geladen…