3-chloromethylpyridine-N-oxide hydrochloride → Pyrimidine, 4-((3-pyridinylmethyl)thio)-, N-oxide

HRID 27883Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 27883
[SH:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][N:3]=1.Cl.Cl[CH2:10][C:11]1[CH:12]=[N+:13]([O-:17])[CH:14]=[CH:15][CH:16]=1>C(O)C>[CH:15]1[CH:14]=[N+:13]([O-:17])[CH:12]=[C:11]([CH2:10][S:1][C:2]2[CH:7]=[CH:6][N:5]=[CH:4][N:3]=2)[CH:16]=1

Komponenten

4

Edukt 2

HCID 233403793-chloromethylpyridine-N-oxide hydrochlorideHCID 178527731HCID 178527731, Verbindung

Produkt 1

HCID 3054374Pyrimidine, 4-((3-pyridinylmethyl)thio)-, N-oxideAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

11.2 g (0.1 moles) 4-mercaptopyrimidine is dissolved in 100 ml ethanol containing 10.8 g sodium methoxide. 18 g (0.1 moles) 3-chloromethylpyridine-N-oxide hydrochloride is added; the mixture is heated under reflux for about one hours. The solution is cooled to ambient temperature, the sodium chloride filtered off, and the filtrate evaporated under vacuum to eliminate the solvent. The residue is crystallized from ethyl acetate to give 15.35 g of product (M.P.=105°-108° C.; yield=70%).

Aufarbeitung

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for about one hours
  3. filtrationthe sodium chloride filtered off
  4. customthe filtrate evaporated under vacuum
  5. customThe residue is crystallized from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-552ef03457564915a26b6bc959c84103
Quelldatensatz
uspto-grants-1980_09
Patentnummer
US04224327

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