N-{4-[4-(4-Nitropyrid-2-yl)piperazin-1-yl]phenyl}methanesulphonamide → N-{4-[4-(4-Aminopyrid-2-yl)piperazin-1-yl]phenyl}methanesulphonamide

HRID 2232405Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2232405
[N+:1]([C:4]1[CH:9]=[CH:8][N:7]=[C:6]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[CH:21]=[CH:20][C:19]([NH:22][S:23]([CH3:26])(=[O:25])=[O:24])=[CH:18][CH:17]=3)[CH2:12][CH2:11]2)[CH:5]=1)([O-])=O.[H][H]>CO.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][N:7]=[C:6]([N:10]2[CH2:11][CH2:12][N:13]([C:16]3[CH:17]=[CH:18][C:19]([NH:22][S:23]([CH3:26])(=[O:25])=[O:24])=[CH:20][CH:21]=3)[CH2:14][CH2:15]2)[CH:5]=1

Komponenten

5

Edukt 2

HCID 21283530N-{4-[4-(4-Nitropyrid-2-yl)piperazin-1-yl]phenyl}methanesulphonamideHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 21283535N-{4-[4-(4-Aminopyrid-2-yl)piperazin-1-yl]phenyl}methanesulphonamideAusbeute 59,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of N-{4-[4-(4-nitropyrid-2-yl)piperazin-1-yl]phenyl}methanesulphonamide (100 mg) in methanol (40 ml) was hydrogenated at 3 bar and 22° C. in the presence of 5% palladium on carbon (20 mg) until no more hydrogen was taken up. The catalyst was filtered off and the filtrate was evaporated. The residue was crystallised from aqueous methanol to give the title compound (55 mg), m.p. 225°-227° C. Found: C,55.50; H,6.04; N,19.66. C16H21N5O2S requires: C,55.31; H,6.09; N,20.16%.

Aufarbeitung

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated
  3. customThe residue was crystallised from aqueous methanol

Quellen und Nachweise

ORD-Eintrag
ord-6871f8c47b3b466dbc9ba3ff4642ab27
Quelldatensatz
uspto-grants-1988_11
Patentnummer
US04788196

Notizen zur Reaktion

Wird geladen…