Hydrochloric Acid → 3-Amino-4,5-diethoxycarbonyl-2-phenyl-6-sulfopyridine

HRID 37511Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 37511
C(OC([C:6]1([N+:27]([O-])=O)[C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:10][C:9]([S:17]([OH:20])(=[O:19])=[O:18])=[N:8][CH:7]1[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=O)C.Cl>C(O)C>[NH2:27][C:6]1[C:7]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[N:8][C:9]([S:17]([OH:20])(=[O:18])=[O:19])=[C:10]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:11]=1[C:12]([O:14][CH2:15][CH3:16])=[O:13]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 199355933,4-Diethoxycarbonyl-3-nitro-2-phenyl-6-sulfopyridine

Produkt 1

HCID 152897053-Amino-4,5-diethoxycarbonyl-2-phenyl-6-sulfopyridineAusbeute 152,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of 0.34 g of 3,4-diethoxycarbonyl-3-nitro-2-phenyl-6-sulfopyridine, 0.41 g of reduced iron and 7 ml of ethanol was heated to 60° C., and then 0.5 ml of conc. hydrochloric acid was added. The mixture was heated under reflux for 20 minutes. After the reaction mixture was concentrated to dryness, the residue was subjected to silica gel column chromatography (eluent:chloroform/methanol 5:1), to give 0.24 g of the title compound as pale yellow crystals.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 20 minutes
  3. concentrationAfter the reaction mixture was concentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-a0ae2db61f414b338b9f80a607d7bf72
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05420275

Notizen zur Reaktion

Wird geladen…