Methanol → 2-Oxo-4,6-dipropyl-1,2-dihydropyridine-3-carbonitrile

HRID 544550

Reaktionsgleichung

Reaktionsgleichung von HRID 544550
[CH3:1][CH2:2][CH2:3][C:4](=O)[CH2:5][C:6](=O)[CH2:7][CH2:8][CH3:9].CO.[C:14]([CH2:16][C:17]([NH2:19])=[O:18])#[N:15].C[O-].[Na+]>O.C(O)(=O)C>[C:14]([C:16]1[C:17](=[O:18])[NH:19][C:6]([CH2:7][CH2:8][CH3:9])=[CH:5][C:4]=1[CH2:3][CH2:2][CH3:1])#[N:15]

Komponenten

7

Edukt 4

HCID 887MethanolHCID 7898CyanoacetamideHCID 264544,6-NonanedioneHCID 10942334Sodium Methoxide

Produkt 1

HCID 132990072-Oxo-4,6-dipropyl-1,2-dihydropyridine-3-carbonitrileAusbeute 81,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

3-Cyano-4,6-di-n-propyl-2(1H)-pyridinone was prepared as follows: A mixture containing 15.6 g of 4,6-nonanedione, 200 ml of methanol, 10 g of cyanoacetamide and 6 g of sodium methoxide was refluxed with stirring for 22 hours and then stripped to dryness in vacuo. The residue was dissolved in 100 ml of water and the solution acidified with acetic acid. The white precipitate was collected, washed with water, air-dried, recrystallized from isopropyl alcohol-n-hexane and dried in vacuo at 80°-85° C. to produce 16.7 g of 3-cyano-4,6-di-n-propyl-2(1H)-pyridinone, m.p. 151°-152° C.

Aufarbeitung

  1. custom3-Cyano-4,6-di-n-propyl-2(1H)-pyridinone was prepared
  2. temperaturewas refluxed
  3. customThe white precipitate was collected
  4. washwashed with water
  5. customair-dried
  6. customrecrystallized from isopropyl alcohol-n-hexane
  7. customdried in vacuo at 80°-85° C.

Quellen und Nachweise

ORD-Eintrag
ord-df17b0cc4947456784a3aa58265e2ed9
Quelldatensatz
uspto-grants-1984_05
Patentnummer
US04451469

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