Methanol → 1,4,5,6-Tetrahydro-5-methoxycarbonylpyrimidine Hydrochloride

HRID 1653707

Reaktionsgleichung

Reaktionsgleichung von HRID 1653707
Cl.[NH:2]1[CH2:7][CH:6]([C:8]([OH:10])=[O:9])[CH2:5][N:4]=[CH:3]1.S(Cl)([Cl:13])=O.[CH3:15]O>>[ClH:13].[CH3:15][O:9][C:8]([CH:6]1[CH2:7][NH:2][CH:3]=[N:4][CH2:5]1)=[O:10]

Komponenten

4

Edukt 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 703421841,4,5,6-Tetrahydropyrimidine-5-carboxylic acid hydrochloride

Produkt 1

HCID 199620591,4,5,6-Tetrahydro-5-methoxycarbonylpyrimidine HydrochlorideAusbeute 60 %

Versuchsvorschrift

1,4,5,6-Tetrahydropyrimidine-5-carboxylic acid hydrochloride (6.34 g, 38.5 mmol) was dissolved in anhydrous methanol (200 ml) with stirring, and thionyl chloride (2.74 ml, 38.5 mmol) was added dropwise. The resulting solution was refluxed with stirring for 18 hours, then evaporated in vacuo to white solids. The crude product was recrystallized from anhydrous methanol to yield 4.12 g (60%) white crystals, mp 160°-164° C. Calculated: C 40.34, H 6.21, N 15.69; found: C 40.17, H 6.41, N 15.73.

Aufarbeitung

  1. temperatureThe resulting solution was refluxed
  2. stirringwith stirring for 18 hours
  3. customevaporated in vacuo to white solids
  4. customThe crude product was recrystallized from anhydrous methanol

Quellen und Nachweise

ORD-Eintrag
ord-4ab2bac8a4354d3d9ca040e5cec9d1c8
Quelldatensatz
uspto-grants-1995_04
Patentnummer
US05403845

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