Nitric Acid → HCID 18983889, Verbindung

HRID 1440467Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1440467
[CH2:1]([O:3][C:4]([C:6]1[N:7]=[C:8]2[C:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:12][CH:11]=[CH:10][N:9]2[CH:19]=1)=[O:5])[CH3:2].[N+:20]([O-])([OH:22])=[O:21].[OH-].[Na+]>S(=O)(=O)(O)O>[CH2:1]([O:3][C:4]([C:6]1[N:7]=[C:8]2[C:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:12][CH:11]=[CH:10][N:9]2[C:19]=1[N+:20]([O-:22])=[O:21])=[O:5])[CH3:2]

Komponenten

5

Edukt 3

HCID 944Nitric AcidHCID 14798Sodium HydroxideHCID 189838522,8-Diethyl imidazo[1,2-a]pyridine-2,8-dicarboxylate

Produkt 1

HCID 18983889HCID 18983889, VerbindungAusbeute 53,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Versuchsvorschrift

Ethyl 2-ethoxycarbonylimidazo[1,2-a]pyridine-8-carboxylate (3.8 g, 14.5 m mol) was dissolved in conc. sulfuric acid (10 ml), and to the solution was slowly added 70% nitric acid (1.5 ml) at 10° C. The mixture was stirred at room temperature for 30 minutes, poured into ice water and adjusted to pH 7 by adding 20% sodium hydroxide. The precipitated crystals were filtered to obtain ethyl 2-ethoxycarbonyl-3-nitro-imidazo[1,2-a]pyridine-8-carboxylate (2.4 g, yield 53.8%) as crystals of m.p. 139°-140° C. A solution of the crystals in conc. hydrochloric acid (35 ml) was refluxed for 1.5 hours and cooled to room temperature. The precipitated crystals were collected by filtration and dried to give the object compound (1.2 g, yield 74.3%) of m.p.>300° C.

Aufarbeitung

  1. customat 10° C
  2. filtrationThe precipitated crystals were filtered

Quellen und Nachweise

ORD-Eintrag
ord-d8d857799f544678a0ac714e1dabf544
Quelldatensatz
uspto-grants-1996_03
Patentnummer
US05498774

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