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N-(3-Formyl-2-pyridinyl)-2,2-dimethylpropanamide → 3-Pyridinecarboxaldehyde, 2-amino-

HRID 228899
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Reaktionsgleichung

Reaktionsgleichung von HRID 228899
[CH:1]([C:3]1[C:4]([NH:9]C(=O)C(C)(C)C)=[N:5][CH:6]=[CH:7][CH:8]=1)=[O:2]>Cl>[NH2:9][C:4]1[C:3]([CH:1]=[O:2])=[CH:8][CH:7]=[CH:6][N:5]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

3

Edukt 1

HCID 736837N-(3-Formyl-2-pyridinyl)-2,2-dimethylpropanamide

Produkt 1

HCID 7376333-Pyridinecarboxaldehyde, 2-amino-Ausbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

N-(3-Formyl-pyridin-2-yl)-2,2-dimethyl-propionamide (9.68 g) was dissolved in 3 N hydrochloric acid (140 ml) to prepare a solution which was then stirred under reflux overnight. The reaction solution was cooled to room temperature, the reaction solution was washed with diethyl ether, and was neutralized with potassium carbonate powder. Diethyl ether was added thereto for extraction. The diethyl ether layer was dried over potassium carbonate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography using acetone-chloroform to give 2-amino-pyridine-3-carbaldehyde (5.03 g, yield 88%).

Aufarbeitung

  1. customto prepare a solution which
  2. temperatureunder reflux overnight
  3. washthe reaction solution was washed with diethyl ether
  4. additionDiethyl ether was added
  5. extractionfor extraction
  6. dry with materialThe diethyl ether layer was dried over potassium carbonate
  7. customThe solvent was removed by distillation under the reduced pressure
  8. customthe residue was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-460979f9aaea45399b0df40e80434104
Quelldatensatz
uspto-grants-2009_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07560558B2

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