Sodium Bicarbonate → N-{4-[4-(4-Nitro-1-oxidopyrid-3-yl)piperazin-1-yl]phenyl}methanesulphonamide

HRID 2232406Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2232406
Cl.[N:2]1([C:8]2[CH:13]=[CH:12][C:11]([NH:14][S:15]([CH3:18])(=[O:17])=[O:16])=[CH:10][CH:9]=2)[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.NC1C=CN=C(N2CCN(C3C=CC(NS(C)(=O)=O)=CC=3)CC2)C=1.Cl[C:44]1[CH:45]=[N+:46]([O-:53])[CH:47]=[CH:48][C:49]=1[N+:50]([O-:52])=[O:51].C(=O)(O)[O-].[Na+]>C(O)CCC>[N+:50]([C:49]1[CH:48]=[CH:47][N+:46]([O-:53])=[CH:45][C:44]=1[N:5]1[CH2:6][CH2:7][N:2]([C:8]2[CH:9]=[CH:10][C:11]([NH:14][S:15]([CH3:18])(=[O:17])=[O:16])=[CH:12][CH:13]=2)[CH2:3][CH2:4]1)([O-:52])=[O:51]

Komponenten

6

Edukt 4

HCID 516892Sodium BicarbonateHCID 5998173-Chloro-4-nitropyridine N-oxideHCID 18759927N-[4-(piperazin-1-yl)phenyl]methanesulfonamide hydrochloride2×HCID 21283535N-{4-[4-(4-Aminopyrid-2-yl)piperazin-1-yl]phenyl}methanesulphonamide

Produkt 1

HCID 21283522N-{4-[4-(4-Nitro-1-oxidopyrid-3-yl)piperazin-1-yl]phenyl}methanesulphonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 2631-ButanolLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A mixture of N-[(4-piperazin-1-yl)phenyl]methanesulphonamide hydrochloride (the product of Example 11, (iii) (0.59 g), 3-chloro-4-nitropyridine-N-oxide (0.35 g) and sodium bicarbonate (0.50 g) in n-butanol (25 ml) was heated at 100° C. with stirring for 1.5 hours and then evaporated. The residue was stirred with water, filtered, and the solid was crystallised from methanol to give the title compound (0.55 g), m.p. 206°-208° C. Found: C,48.77; H,4.91; N,17.52. C16H19N5O5S requires: C,48.84; H,4.87; N,17.80%.

Aufarbeitung

  1. customevaporated
  2. stirringThe residue was stirred with water
  3. filtrationfiltered
  4. customthe solid was crystallised from methanol

Quellen und Nachweise

ORD-Eintrag
ord-83eaa1477f2840809921b8537ca37f28
Quelldatensatz
uspto-grants-1988_11
Patentnummer
US04788196

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