Methanol → 1,6-Dihydro-5(4H)-pyrimidinone O-methyloxime monohydrochloride

HRID 129815

Reaktionsgleichung

Reaktionsgleichung von HRID 129815
O.[ClH:2].Cl.[NH2:4][CH2:5][C:6]([CH2:8][NH2:9])=O.[CH3:10][O:11][NH3+:12].[Cl-].[CH3:14]O>>[ClH:2].[CH3:10][O:11][N:12]=[C:6]1[CH2:8][NH:9][CH:14]=[N:4][CH2:5]1

Komponenten

4

Edukt 3

HCID 887MethanolHCID 11639O-methylhydroxylammonium chlorideHCID 190837391,3-Diaminopropan-2-one--hydrogen chloride--water (1/2/1)

Produkt 1

HCID 736056051,6-Dihydro-5(4H)-pyrimidinone O-methyloxime monohydrochlorideAusbeute 36 %

Versuchsvorschrift

1,3-Diaminoacetone dihydrochloride monohydrate (2.61 g, 14.6 mmol) was dissolved in refluxing methanol. To this solution o-methylhydroxylamine hydrochloride (2.43 g, 29.2 mmol) was added. After reflexing for 48 hours the solvents were evaporated. The crude product was dissolved in methanol and an excess of trimethylorthoformate was added to the reaction mixture which was heated to reflux. After 24 hours the solvent was removed in vacuo. crystallization from methanol/ethyl acetate afforded 850 mg (36%) of a light-brown crystalline material. Mp. 170.7° C.

Aufarbeitung

  1. customthe solvents were evaporated
  2. dissolutionThe crude product was dissolved in methanol
  3. additionan excess of trimethylorthoformate was added to the reaction mixture which
  4. temperaturewas heated to reflux
  5. customAfter 24 hours the solvent was removed in vacuo
  6. customcrystallization from methanol/ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-5a0b5e02eefc472db4304a28baf660fa
Quelldatensatz
uspto-grants-1995_11
Patentnummer
US05470856

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