Methane → Isopropyl 1,4,5,6-Tetrahydropyrimidine-5-carboxylate Hydrochloride

HRID 1653705

Reaktionsgleichung

Reaktionsgleichung von HRID 1653705
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.C.[CH3:16][CH:17](O)[CH3:18]>>[ClH:13].[NH:4]1[CH2:5][CH:6]([C:8]([O:10][CH:17]([CH3:18])[CH3:16])=[O:9])[CH2:7][N:2]=[CH:3]1

Komponenten

5

Edukt 4

HCID 297MethaneHCID 3776IsopropanolHCID 24386Thionyl ChlorideHCID 703421841,4,5,6-Tetrahydropyrimidine-5-carboxylic acid hydrochloride

Produkt 1

HCID 20080421Isopropyl 1,4,5,6-Tetrahydropyrimidine-5-carboxylate HydrochlorideAusbeute 84 %

Versuchsvorschrift

1,4,5,6-Tetrahydropyrimidine-5-carboxylic acid hydrochloride (1.0 g, 6.08 mmol) was suspended in 2-propanol (50 ml) and thionyl chloride (0.76 g, 6.39 mmol) was added dropwise. The resulting mixture was refluxed 24h. The pink solution was treated with charcoal and then reduced in volume to 15 ml by evaporating unreacted alcohol. By allowing the solution to stand overnight, white crystals (1.08 g, 84%) were obtained in three crops, mp 170° C. 300 MHz nmr confirmed product. Microanalysis calc.: C 46.49, H 7.26, N 13.56, found: C 46.49, H 7.25, N 13.64.

Aufarbeitung

  1. temperatureThe resulting mixture was refluxed 24h
  2. customby evaporating unreacted alcohol

Quellen und Nachweise

ORD-Eintrag
ord-c2c5fed39ba44851add36118fd640225
Quelldatensatz
uspto-grants-1995_04
Patentnummer
US05403845

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