Dimethylamine → ethyl 4-(N,N-dimethylamidino)benzoate

HRID 2416577Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2416577
Cl.C(O[C:5]([C:7]1[CH:17]=[CH:16][C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:9][CH:8]=1)=[NH:6])C.[CH3:18][NH:19][CH3:20]>C(O)C>[CH3:18][N:19]([CH3:20])[C:5]([C:7]1[CH:17]=[CH:16][C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:9][CH:8]=1)=[NH:6]

Komponenten

4

Edukt 2

HCID 674DimethylamineHCID 68830640Ethyl 4-ethoxycarbonimidoylbenzoate hydrochloride

Produkt 1

HCID 22631319ethyl 4-(N,N-dimethylamidino)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

1 g (3.9 mmol) of ethyl 4-ethoxycarbonimidoylbenzoate hydrochloride was stirred in a mixture of 3 ml of ethanol and 10 ml of 50% aqueous dimethylamine solution overnight. The solvent was evaporated, and 10 ml of dioxane containing 4 N hydrogen chloride and 1 ml of ethanol were added to the residue. They were stirred at room temperature for 5 days, and the solvent was evaporated. 1 N sodium hydroxide was added to the residue. After the extraction with dichloromethane, the organic layer was washed with saturated aqueous common salt solution and then dried over anhydrous magnesium sulfate. The solvent was evaporated to obtain the title compound.

Aufarbeitung

  1. customThe solvent was evaporated
  2. addition10 ml of dioxane containing 4 N hydrogen chloride and 1 ml of ethanol were added to the residue
  3. customthe solvent was evaporated
  4. addition1 N sodium hydroxide was added to the residue
  5. extractionAfter the extraction with dichloromethane
  6. washthe organic layer was washed with saturated aqueous common salt solution
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customThe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-1afe64a149ee4ebfb547ff3f12380549
Quelldatensatz
uspto-grants-2004_11
Patentnummer
US06825181B1

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