Ethanol → HCID 178493927, Verbindung

HRID 485989

Reaktionsgleichung

Reaktionsgleichung von HRID 485989
Cl.[CH2:2]([O:9][C:10]1[CH:18]=[CH:17][C:13]([C:14]([NH2:16])=[NH:15])=[CH:12][CH:11]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:19][O:20][CH:21]([C:26](OC)=[O:27])[C:22](OC)=[O:23].C(O)C.C[O-].[Na+]>C(O)(=O)C>[OH:23][C:22]1[C:21]([O:20][CH3:19])=[C:26]([OH:27])[N:16]=[C:14]([C:13]2[CH:12]=[CH:11][C:10]([O:9][CH2:2][C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=3)=[CH:18][CH:17]=2)[N:15]=1

Komponenten

6

Edukt 4

HCID 702EthanolHCID 78718Dimethyl methoxymalonateHCID 10942334Sodium MethoxideHCID 112424834-(Benzyloxy)benzene-1-carboximidamide hydrochloride

Produkt 1

HCID 178493927HCID 178493927, VerbindungAusbeute 61,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 85 g of 4-benzyloxybenzamidine hydrochloride, 78.6 g of dimethyl methoxymalonate, 1700 ml of ethanol, and 187 g of sodium methylate (28% methanol solution) was heated at 80° C. for 4 hours with stirring. After cooling, 1000 ml of acetic acid was slowly added to the reaction mixture, whereupon a yellow crystal precipitated. The precipitated crystals were collected by filtration, washed twice with water until the washing became neutral, and dried at 80° C. for 3 hours in high vacuo to obtain 64.2 g (percent yield: 60.7% ) of 4,6-dihydroxy-5-methoxy-2-(4-benzyloxyphenyl)pyrimidine.

Aufarbeitung

  1. temperatureAfter cooling
  2. customprecipitated
  3. filtrationThe precipitated crystals were collected by filtration
  4. washwashed twice with water until the washing
  5. customdried at 80° C. for 3 hours in high vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0676444237ca42619673ba1254c32ac4
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05290477

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