HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 255718Erstellt: 25. Oktober 2026
Potassium Carbonate → N-(2-dimethylaminoethyl)-6-methyl-4-(3-nitrophenyl)-2-phenyl-5-pyrimidinecarboxamide
https://huagongshe.com/reaction/255718
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Thionyl Chloride | HCID 24386 | — |
| Edukt | N,N-Dimethylethylenediamine | HCID 66053 | — |
| Edukt | 6-Methyl-4-(3-nitrophenyl)-2-phenyl-5-pyrimidinecarboxylic acid | HCID 15147487 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | N-(2-dimethylaminoethyl)-6-methyl-4-(3-nitrophenyl)-2-phenyl-5-pyrimidinecarboxamide | HCID 10319094 | — |
Reaktionsschritte
To a mixture of 6-methyl-4-(3-nitrophenyl)-2-phenyl-5-pyrimidinecarboxylic acid (9 g), dichloromethane (72 ml) and N,N-dimethylformamide (20 ml), thionyl chloride (2.1 ml) was added at 7° C. under ice cooling. After stirring for 1.5 hours at the same condition, 2-dimethylaminoethylamine (5.9 g) was added and stirred for 2 hours. The reaction mixture was adjusted to pH=8.5 by saturated potassium carbonate and extracted with chloroform. The organic layer was washed with water and brine and dried over magnesium sulfate. The solvent was distilled off to give a residue, which was chromatographed on alumina eluting with a mixture of n-hexane and ethyl acetate (5:1). The fractions containing the desired product were combined and concentrated in vacuo. The crystalline residue was recrystallized from diethyl ether to afford N-(2-dimethylaminoethyl)-6-methyl-4-(3-nitrophenyl)-2-phenyl-5-pyrimidinecarboxamide.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US04698340 |
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| Quelldatensatz | uspto-grants-1987_10 |
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| ORD ID | ord-34435b4c07e94ad596d90f2ca64fd052 |
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| Quellennotiz | uspto-grants-1987_10 |
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