Acetamidine monohydrochloride → HCID 178499609, Verbindung

HRID 1728550Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1728550
C([C:3](CC)([C:13]([O-:15])=[O:14])[C:4](CC)([C:8]([O-:10])=O)[C:5]([O-:7])=O)C.Cl.[C:19]([NH2:22])(=[NH:21])[CH3:20].[CH3:23][O-].[Na+]>CO>[OH:7][C:5]1[C:4]([CH2:3][C:13]([O:15][CH3:23])=[O:14])=[C:8]([OH:10])[N:22]=[C:19]([CH3:20])[N:21]=1

Komponenten

5

Edukt 3

HCID 67170Acetamidine monohydrochlorideHCID 10942334Sodium MethoxideHCID 45790110HCID 45790110, Verbindung

Produkt 1

HCID 178499609HCID 178499609, VerbindungAusbeute 68,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

A mixture of triethyl-1,1,2-ethanetricarboxylate (20ml, 87mM) and acetamidine hydrochloride (8.22g, 87mM) was added to a solution of sodium methoxide (9.4g, 174mM) in dry methanol (100ml). The mixture was heated at 90° C. for 15 hours. The solvent was evaporated and the residue dissolved in water (150ml). The pH of the solution was adjusted to pH6 using concentrated hydrochloric acid. The resultant precipitate was collected by filtration, washed with water and then acetone, to give 4,6-dihydroxy-2-methylpyrimidine-5-acetic acid, methyl ester as a white solid (11.85g, 68.8%), m.p. >270° C.; microanalysis, found: C,48.5; H, 5.1; N, 14.1%; C7HSN204 requires C, 48.3; H,5.1; N, 13.8%; NMR: NaOD; 2.45(3H, s, pyrimidine-CH3), 3.57(2H,s,CH2), 3.87(3H,s,OCH3).

Aufarbeitung

  1. customThe solvent was evaporated
  2. dissolutionthe residue dissolved in water (150ml)
  3. filtrationThe resultant precipitate was collected by filtration
  4. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-6f61294cbacb42278a95db4cc312bf4e
Quelldatensatz
uspto-grants-1994_07
Patentnummer
US05328910

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