Reaktion #168587

ord-a010378496ce4d479c7bed4cc77af8c5

Reaktionsgleichung

CC(C)CI
isobutyl iodide
Cn1c(=O)cc(Cl)[nH]c1=O
6-chloro-3-methylpyrimidine-2,4(1H,3H)-dione
CC(C)CI
isobutyl iodide
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CC(C)Cn1c(Cl)cc(=O)n(C)c1=O
pure product
Ausbeute 52.0%
CC(C)Cn1c(Cl)cc(=O)n(C)c1=O
6-Chloro-1-isobutyl-3-methylpyrimidine-2,4(1H,3H)-dione
Ausbeute 52.0%

Lösungsmittel

Reaktionsbedingungen

Temperatur
50°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturthe reaction mixture heated at 50° C. for 24 hours
  2. 2
    FiltrationAfter hot filtration
  3. 3
    Sonstigethe filtrate is evaporated to dryness under reduced pressure
  4. 4
    SonstigeThe obtained oil is further purified by silica-gel flash chromatography

Vorschrift

A mixture of 6-chloro-3-methylpyrimidine-2,4(1H,3H)-dione (3 g, 18.8 mmol), isobutyl iodide (5 mL, 43.5 mmol) and potassium carbonate (5.3 g, 38.4 mmol) in anhydrous DMF (200 mL) is heated at 50° C. for 8 hours. Additional isobutyl iodide (4.3 mL, 37.5 mmol) is added, and the reaction mixture heated at 50° C. for 24 hours. After hot filtration, the filtrate is evaporated to dryness under reduced pressure. The obtained oil is further purified by silica-gel flash chromatography to give 2.1 g of pure product (Yield: 52%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08846693B2uspto-grants-2014_09