5-(4-Chlorobenzyl)-2-methylthiopyrimid-4-one → 2-[3-(N-benzyl-N-pyrid-2-ylamino) propylamino]-5-(4-chlorobenzyl)pyrimid-4-one

HRID 464347Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 464347
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=1)[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.CS[C:21]1[NH:26][C:25](=[O:27])[C:24]([CH2:28][C:29]2[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=2)=[CH:23][N:22]=1>>[CH2:6]([N:5]([CH2:4][CH2:3][CH2:2][NH:1][C:21]1[NH:26][C:25](=[O:27])[C:24]([CH2:28][C:29]2[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=2)=[CH:23][N:22]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Komponenten

3

Edukt 2

HCID 129459805-(4-Chlorobenzyl)-2-methylthiopyrimid-4-oneHCID 201503642-[N-(3-aminopropyl)-N-benzylamino)pyridine

Produkt 1

HCID 541841732-[3-(N-benzyl-N-pyrid-2-ylamino) propylamino]-5-(4-chlorobenzyl)pyrimid-4-one

Versuchsvorschrift

2-[N-(3-aminopropyl)-N-benzylamino]pyridine (1.45 g) and 2-methylthio-5-(4-chlorobenzyl)pyrimid-4-one (1.33 g) were fused together on an oil bath at 160° C. for 3 hr. On cooling, the residue was crystallised from ethanol and then chromatographed (silica gel, chloroform). Fractions containing the required product were stripped and the residue recrystallised from ethanol to give 2-[3-(N-benzyl-N-pyrid-2-ylamino) propylamino]-5-(4-chlorobenzyl)pyrimid-4-one 0.25H2O, 0.9 g (39%) mp 80°-86° C.

Aufarbeitung

  1. temperatureOn cooling
  2. customthe residue was crystallised from ethanol
  3. customchromatographed (silica gel, chloroform)
  4. additionFractions containing the required product
  5. customthe residue recrystallised from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-a6211da6756f4242949dc93578ad445b
Quelldatensatz
uspto-grants-1985_10
Patentnummer
US04547506

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