Hydrochloric Acid → HCID 178463795, Verbindung

HRID 244525

Reaktionsgleichung

Reaktionsgleichung von HRID 244525
[CH2:1]([N:3]([CH2:11][CH3:12])[C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[CH:6][CH:5]=1)[CH3:2].[ClH:13].[CH3:14][N:15]([CH3:27])[C:16]1[CH:17]=[C:18]([NH:22]S(C)(=O)=O)[CH:19]=[CH:20][CH:21]=1.[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[K+].[K+]>O.CO>[Cl-:13].[CH2:11]([N:3]([CH2:1][CH3:2])[C:4]1[CH:9]=[CH:8][C:7]2[C:6]([CH:5]=1)=[NH+:22][C:18]1[C:19](=[CH:20][CH:21]=[C:16]([N:15]([CH3:27])[CH3:14])[CH:17]=1)[N:10]=2)[CH3:12]

Komponenten

7

Edukt 4

HCID 313Hydrochloric Acid2×HCID 7120N,N-Diethyl-p-phenylenediamineHCID 24502Potassium DichromateHCID 13796402N-[3-(dimethylamino)phenyl]methanesulphonamide

Produkt 1

HCID 178463795HCID 178463795, VerbindungAusbeute 22 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel2×

Versuchsvorschrift

N,N-diethyl-1,4-phenylenediamine (1.00 g, 6.17 mmol) was added slowly to dilute HCl (700 μl, 32%) in H2O (100 cm3). The mixture was stirred until it was homogeneous. N-[3-(dimethylamino)phenyl]methanesulphonamide (1.32 g, 6.17 mmol) in methanol (60 cm3) was added, followed by a saturated aqueous solution of potassium dichromate (2 cm3). The mixture refluxed for 15 min. The mixture was cooled and diluted with water (200 cm3), acidified with hydrochloric acid (1M) and then extracted with chloroform (6×30 cm3). The combined extracts were dried over sodium sulphate, filtered and the solvent removed under reduced pressure. Column chromatography (1:9 methanol/dichloromethane) gave the target material as a green solid (451 mg, 22%).

Aufarbeitung

  1. temperatureThe mixture refluxed for 15 min
  2. temperatureThe mixture was cooled
  3. extractionextracted with chloroform (6×30 cm3)
  4. dry with materialThe combined extracts were dried over sodium sulphate
  5. filtrationfiltered
  6. customthe solvent removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-62fc057aeeea43c299d1f805d62a92e3
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08658665B2

Verknüpfte Notizen

Wird geladen…