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

HRID 229030
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Reaktionsgleichung

Reaktionsgleichung von HRID 229030
[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), and the solution was stirred under reflux overnight. The reaction solution was cooled to room temperature, was then washed with diethyl ether, and was neutralized with potassium carbonate powder. Diethyl ether was added thereto, and the mixture was extracted. The diethyl ether layer was dried over potassium carbonate, and the solvent was removed by distillation under the reduced pressure. The residue was purified by column chromatography using acetone-chloroform to give 2-amino-pyridine-3-carbaldehyde (5.03 g, yield 88%).

Aufarbeitung

  1. temperatureunder reflux overnight
  2. washwas then washed with diethyl ether
  3. additionDiethyl ether was added
  4. extractionthe mixture was extracted
  5. dry with materialThe diethyl ether layer was dried over potassium carbonate
  6. customthe solvent was removed by distillation under the reduced pressure
  7. customThe residue was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-ea5931a6b4484995b780c9630b52eb4d
Quelldatensatz
uspto-grants-2009_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07560558B2

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