Acetic Acid → HCID 178493933, Verbindung

HRID 2358212Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2358212
Cl.[CH:2]([NH2:4])=[NH:3].CC[O-].[Na+].[CH3:9][O:10][CH:11]([C:16](OC)=[O:17])[C:12](OC)=[O:13].C(O)(=O)C>C(O)C>[CH3:9][O:10][C:11]1[C:12]([OH:13])=[N:3][CH:2]=[N:4][C:16]=1[OH:17]

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 78718Dimethyl methoxymalonateHCID 2723922Sodium ethoxideHCID 10313058Methanimidamide, hydrochloride (1:1)

Produkt 1

HCID 178493933HCID 178493933, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

5 g (6.2 mmoles) of formamidine hydrochloride is added at 0° C. and in small quantities into a single-necked flask containing 30 ml of absolute ethanol and 90 ml of a solution of sodium ethylate at a concentration of 1.7 mol/l in ethanol. Stirring is maintained at ambient temperature for about twenty minutes, then 8.5 ml of dimethyl methoxymalonate is added dropwise. Stirring is maintained for 16 hours. The reaction mixture is then acidified with pure acetic acid to a pH between 4 and 5, then concentrated to dryness in the presence of cyclohexane. After impasting the crude product obtained is chromatographed on silicagel eluting with a mixture of methylene chloride-methanol (85-15) and 2% water-acetic acid (1-1). 9.5 g of the expected product is obtained containing a small quantity of sodium acetate salts.

Aufarbeitung

  1. stirringStirring
  2. temperatureis maintained for 16 hours
  3. concentrationconcentrated to dryness in the presence of cyclohexane
  4. customobtained
  5. customis chromatographed
  6. washon silicagel eluting with a mixture of methylene chloride-methanol (85-15) and 2% water-acetic acid (1-1)

Quellen und Nachweise

ORD-Eintrag
ord-edd634ac1e7344f5a40cc0c6541d44eb
Quelldatensatz
uspto-grants-2010_07
Patentnummer
US07763621B2

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