Sodium Carbonate → 1,3-dimethyl-6-[2-(4-[4-acetylphenyl]piperazin-1-yl)ethylamino]-2,4(1H,3H)-pyrimidinedione

HRID 1729312

Reaktionsgleichung

Reaktionsgleichung von HRID 1729312
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[CH3:16][N:17]1[C:22]([NH:23][CH2:24][CH2:25]OS(C2C=CC(C)=CC=2)(=O)=O)=[CH:21][C:20](=[O:37])[N:19]([CH3:38])[C:18]1=[O:39].C(=O)([O-])[O-].[Na+].[Na+]>>[CH3:16][N:17]1[C:22]([NH:23][CH2:24][CH2:25][N:13]2[CH2:12][CH2:11][N:10]([C:7]3[CH:6]=[CH:5][C:4]([C:1](=[O:3])[CH3:2])=[CH:9][CH:8]=3)[CH2:15][CH2:14]2)=[CH:21][C:20](=[O:37])[N:19]([CH3:38])[C:18]1=[O:39]

Komponenten

4

Edukt 3

HCID 10340Sodium CarbonateHCID 97269Piperazin-4-ylacetophenoneHCID 102474872-((1,3-Dimethyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)amino)ethyl 4-methylbenzenesulfonate

Produkt 1

HCID 190119961,3-dimethyl-6-[2-(4-[4-acetylphenyl]piperazin-1-yl)ethylamino]-2,4(1H,3H)-pyrimidinedioneAusbeute 41,7 %

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 1.6 g of 1-(4-acetylphenyl)piperazine and 1.1 g of 1,3-dimethyl-6-[2-(p-toluenesulfonyloxy)-ethylamino]-2,4(1H,3H)-pyrimidinedione was heated at 80° C. for 6 hours, and after standing for cooling, the reaction solution was poured into a 5% aqueous sodium carbonate solution, stirred and then extracted with chloroform. The chloroform solution was washed with water and then concentrated, and the resultant residue was purified through a silica gel column chromatograph (chloroform/methanol=50/1 in volume ratio), thereby obtaining 0.5 g of 1,3-dimethyl-6-[2-(4-[4-acetylphenyl]piperazin-1-yl)ethylamino]-2,4(1H,3H)-pyrimidinedione.

Aufarbeitung

  1. temperaturefor cooling
  2. extractionextracted with chloroform
  3. washThe chloroform solution was washed with water
  4. concentrationconcentrated
  5. customthe resultant residue was purified through a silica gel column chromatograph (chloroform/methanol=50/1 in volume ratio)

Quellen und Nachweise

ORD-Eintrag
ord-4f91781a900b4fbcacd728ce21cadfe6
Quelldatensatz
uspto-grants-1994_07
Patentnummer
US05332739

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