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Keto-pantoyllactone → 3,4-diamino-6-(1',1'-dimethyl-2'-hydroxyethyl)-1,2,4,-triazin-5(4H)-one hydrochloride

HRID 843608
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Reaktionsgleichung

Reaktionsgleichung von HRID 843608
[CH3:1][C:2]1([CH3:9])[CH2:6][O:5][C:4](=[O:7])[C:3]1=O.[ClH:10].[NH2:11][NH:12][C:13]([NH:15][NH2:16])=[NH:14].O>C(O)C>[ClH:10].[NH2:14][C:13]1[N:15]([NH2:16])[C:4](=[O:7])[C:3]([C:2]([CH3:9])([CH3:1])[CH2:6][OH:5])=[N:11][N:12]=1
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Komponenten

5

Edukt 3

HCID 39Keto-pantoyllactoneHCID 962WaterHCID 178479531HCID 178479531, Verbindung

Produkt 1

HCID 226111153,4-diamino-6-(1',1'-dimethyl-2'-hydroxyethyl)-1,2,4,-triazin-5(4H)-one hydrochlorideAusbeute 61 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Dihydro-4,4-dimethyl-2,3-furandione (2 g, 15.6 mmole) and 1,3-diaminoguanidine monohydrochloride (12.96 g, 15.61 mmole) were dissolved in ethanol and the resulting solution heated to reflux temperatures. To the refluxing reaction mixture, was added water until a clear solution was obtained. The mixture was then refluxed overnight, cooled to room temperature and stored at −20° C. overnight. The product which separated was filtered and dried. It was crystallized from a mixture of ethanol and water to give 3,4-diamino-6-(1′,1′-dimethyl-2′-hydroxyethyl)-1,2,4-triazin-5(4H)-one hydrochloride (2.24 g, 61%), m.p. 221-222° C. (dec).

Aufarbeitung

  1. temperaturethe resulting solution heated
  2. temperatureto reflux temperatures
  3. customTo the refluxing reaction mixture
  4. customwas obtained
  5. temperatureThe mixture was then refluxed overnight
  6. customThe product which separated
  7. filtrationwas filtered
  8. customdried
  9. customIt was crystallized from a mixture of ethanol and water

Quellen und Nachweise

ORD-Eintrag
ord-862067304a844252aa24074a14206b26
Quelldatensatz
uspto-grants-2002_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06380192B1

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