Ethanol → 1224944-43-7

HRID 474317

Reaktionsgleichung

Reaktionsgleichung von HRID 474317
[NH2:1][C:2]1[CH:6]=[CH:5][NH:4][N:3]=1.CN1[CH:15]=[CH:14][C:12](=[O:13])N(C)C1=O.[O-]CC.[Na+:20].C(O)C>CO.ClCCl>[N:4]1[N:3]2[CH:15]=[CH:14][C:12]([O-:13])=[N:1][C:2]2=[CH:6][CH:5]=1.[Na+:20]

Komponenten

7

Edukt 4

HCID 702EthanolHCID 701221,3-Dimethyluracil2×HCID 2723922Sodium ethoxideHCID 178418806HCID 178418806, Verbindung

Produkt 1

HCID 580631451224944-43-7Ausbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mechanically stirred mixture of 3-aminopyrazole (9.38 g, 0.11 mM, 1.0 equiv), 1,3-dimethyluracil (14.7 g, 0.11 mM, 1.0 equiv) and 21% sodium ethoxide in ethanol (170 mL, 5.0 equiv) was heated to reflux. Within minutes, a heavy precipitate formed. After refluxing for 1 hour, 1,3-dimethyluracil could no longer be detected by thin layer chromatography (tlc) (92:8 dichloromethane (dichloromethane):MeOH). The reaction mixture was cooled, filtered, washed with cold ethanol and vacuum dried to give 13.47 g (95%) of sodium pyrazolo[1,5-a]pyrimidin-5-olate. LCMS (ESI) m+H=136.0; 1H NMR (400 MHz, DMSO-d6) δ: 8.0 (d, 1H), 7.43 (d, 1H), 5.65 (d, 1H), 5.37 (d, 1H).

Aufarbeitung

  1. temperaturewas heated to reflux
  2. waitWithin minutes
  3. customa heavy precipitate formed
  4. temperatureAfter refluxing for 1 hour
  5. temperatureThe reaction mixture was cooled
  6. filtrationfiltered
  7. washwashed with cold ethanol and vacuum
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-06e340b2844648cc8d0310ddaac05d88
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08637526B2

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