N,N'-Dimethylurea → 6-(3-pyridyl)-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione

HRID 1253055

Reaktionsgleichung

Reaktionsgleichung von HRID 1253055
[C:1]([CH2:9][C:10]([O:12]CC)=O)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1.[CH3:15][NH:16][C:17]([NH:19][CH3:20])=[O:18].C(=O)(O)[O-].[Na+]>Cl.C(O)C>[N:4]1[CH:5]=[CH:6][CH:7]=[C:2]([C:1]2[N:19]([CH3:20])[C:17](=[O:18])[N:16]([CH3:15])[C:10](=[O:12])[CH:9]=2)[CH:3]=1

Komponenten

6

Edukt 3

HCID 7293N,N'-DimethylureaHCID 222197Ethyl 3-oxo-3-(pyridin-3-yl)propanoateHCID 516892Sodium Bicarbonate

Produkt 1

HCID 140964686-(3-pyridyl)-1,3-dimethyl-2,4(1H,3H)-pyrimidinedioneAusbeute 35,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

To a mixture of ethyl nicotinoylacetate (2.30 g) and N,N'-dimethylurea (1.05 g) were added conc. hydrochloric acid (a few drops) and ethanol (1 ml) and the mixture was stirred at 110°-115° C. for 4 hours under reduced pressure (30 mmHg). After being cooled to ambient temperature, the solution was adjusted to pH 7.0 with an aqueous solution of sodium bicarbonate and extracted with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate and evaporated to give 6-(3-pyridyl)-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione (0.91 g).

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-87dda7ca042841a5abcc77be35a8419f
Quelldatensatz
uspto-grants-1988_05
Patentnummer
US04746664

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