Chlorine → 3-Chloro-1-methyl-5-(pyrazin-2-yl)pyridin-2(1H)-one

HRID 1981513Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1981513
[Cl:1]Cl.[CH3:3][N:4]1[CH:9]=[C:8]([C:10]2[CH:15]=[N:14][CH:13]=[CH:12][N:11]=2)[CH:7]=[CH:6][C:5]1=[O:16]>C(O)(=O)C>[Cl:1][C:6]1[C:5](=[O:16])[N:4]([CH3:3])[CH:9]=[C:8]([C:10]2[CH:15]=[N:14][CH:13]=[CH:12][N:11]=2)[CH:7]=1

Komponenten

4

Edukt 2

HCID 24526Chlorine2×HCID 136450981-Methyl-5-(pyrazin-2-yl)pyridin-2(1H)-one

Produkt 1

HCID 136451003-Chloro-1-methyl-5-(pyrazin-2-yl)pyridin-2(1H)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

About 1.2 ml of condensed chlorine gas is introduced into a reaction mixture comprising 1-methyl-5-(2-pyrazinyl)-2-pyridone (3.2 g) dissolved in 200 ml of glacial acetic acid. After all the chlorine is added, stirring is stopped and the solid product filtered, washed with ether and air dried. The dried solid is suspended in distilled H2O to which saturated potassium carbonate is added until the pH is greater than 7. The resulting white solid is filtered, recrystallized from isopropanol, and NMR and IR indicate that it is the desired 3-chloro-1-methyl-5-(2-pyrazinyl)-2-pyridone compound, M.P. 197°-198° C.

Aufarbeitung

  1. filtrationthe solid product filtered
  2. washwashed with ether and air
  3. customdried
  4. additionis added until the pH is greater than 7
  5. filtrationThe resulting white solid is filtered
  6. customrecrystallized from isopropanol, and NMR and IR

Quellen und Nachweise

ORD-Eintrag
ord-92c4ffb15a5b48918b98ee41222f868a
Quelldatensatz
uspto-grants-1986_06
Patentnummer
US04593028

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