Hydrochloric Acid → 4-(3-Azidopropoxy)-pyridine-2,6-dicarboxylic acid

HRID 411870Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 411870
C([O:3][C:4]([C:6]1[CH:11]=[C:10]([O:12][CH2:13][CH2:14][CH2:15][N:16]=[N+:17]=[N-:18])[CH:9]=[C:8]([C:19]([O:21]CC)=[O:20])[N:7]=1)=[O:5])C.[OH-].[Na+].Cl>O>[N:16]([CH2:15][CH2:14][CH2:13][O:12][C:10]1[CH:9]=[C:8]([C:19]([OH:21])=[O:20])[N:7]=[C:6]([C:4]([OH:5])=[O:3])[CH:11]=1)=[N+:17]=[N-:18]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22323654Diethyl-4-(3-azidopropoxy)-2,6-pyridinedicarboxylate

Produkt 1

HCID 223236464-(3-Azidopropoxy)-pyridine-2,6-dicarboxylic acidAusbeute 75 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
10 °C

Versuchsvorschrift

Diethyl-4-(3-azidopropoxy)-2,6-pyridinedicarboxylate, prepared above, (11.0 g, 34 mmol) was treated with a solution of sodium hydroxide (4.0 g, 0.10 mol) in water (120 mL) at 90-100° C. for 40 min. The reaction mixture was cooled to 10° C. and acidified to pH 1-2 with concentrated hydrochloric acid. The mixture was heated to dissolve the resulting white precipitate. Upon cooling 6.8 g (75%) of the title compound was obtained as white crystals.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. dissolutionto dissolve the resulting white precipitate

Quellen und Nachweise

ORD-Eintrag
ord-8cf11816904d44078cb87ecc7701e36b
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06559303B1

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