Hydrochloric Acid → Diethyl 5-amino-1,6-dihydro-6-oxo-2,3-pyridinedicarboxylate

HRID 1449466

Reaktionsgleichung

Reaktionsgleichung von HRID 1449466
Cl.C([NH:5][C:6]1[C:11](=[O:12])[NH:10][C:9]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:8]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH:7]=1)(=O)C>C(O)C>[NH2:5][C:6]1[C:11](=[O:12])[NH:10][C:9]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:8]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH:7]=1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 19958266Diethyl 5-acetamido-1,6-dihydro-6-oxo-2,3-pyridinedicarboxylate

Produkt 1

HCID 19958246Diethyl 5-amino-1,6-dihydro-6-oxo-2,3-pyridinedicarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Hydrogen chloride gas is bubbled into a solution of diethyl 5-acetamido-1,6-dihydro-6-oxo-2,3-pyridinedicarboxylate (5.2 g, 0.018 mol) dissolved in absolute ethanol (400 mL) until the solution is saturated at 20° C. The reaction is stirred at room temperature overnight and is then concentrated in vacuo. The resulting residue is dissolved in water, neutralized with solid sodium bicarbonate, and extracted into methylene chloride. The combined organic extracts are dried over anhydrous sodium sulfate. filtered and concentrated in vacuo to give diethyl 5-amino-1,6-dihydro-6-oxo-2,3-pyridinedicarboxylate as a yellow solid in quantitative yield.

Aufarbeitung

  1. customis saturated at 20° C
  2. concentrationis then concentrated in vacuo
  3. dissolutionThe resulting residue is dissolved in water
  4. extractionextracted into methylene chloride
  5. dry with materialThe combined organic extracts are dried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-27148b36809140eaaee7aba44ec04c2d
Quelldatensatz
uspto-grants-1997_02
Patentnummer
US05599772

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