1-Propanol → n-Propyl 1,4,5,6-Tetrahydropyrimidine-5-carboxylate Hydrochloride

HRID 1653704

Reaktionsgleichung

Reaktionsgleichung von HRID 1653704
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.[CH2:15](O)[CH2:16][CH3:17]>>[ClH:13].[NH:4]1[CH2:5][CH:6]([C:8]([O:10][CH2:15][CH2:16][CH3:17])=[O:9])[CH2:7][N:2]=[CH:3]1

Komponenten

4

Edukt 3

HCID 10311-PropanolHCID 24386Thionyl ChlorideHCID 703421841,4,5,6-Tetrahydropyrimidine-5-carboxylic acid hydrochloride

Produkt 1

HCID 45261147n-Propyl 1,4,5,6-Tetrahydropyrimidine-5-carboxylate HydrochlorideAusbeute 56 %

Versuchsvorschrift

1,4,5,6-Tetrahydropyrimidine-5-carboxylic acid hydrochloride (1.5 g, 9.1 mmol) was dissolved in 1-propanol (30 ml). To the mixture was added thionyl chloride (1.1 g, 9.1 mmol) and the solution was refluxed for 22h. The solvent was evaporated in vacuo to dryness. The residue was crystallized from methanol/THF to give 1.06 g (56%) of white crystals, mp 128°-130° C. 300 MHz nmr indicated product. Microanalysis calc.: C 46.49, H 7.26, N 13.56, found: C 46.21, H 6.96, N 17.41.

Aufarbeitung

  1. temperaturethe solution was refluxed for 22h
  2. customThe solvent was evaporated in vacuo to dryness
  3. customThe residue was crystallized from methanol/THF

Quellen und Nachweise

ORD-Eintrag
ord-c656649d25e04cfcac9821b911595424
Quelldatensatz
uspto-grants-1995_04
Patentnummer
US05403845

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