HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Cesium carbonate → 2-Methylthio-4-chloro-5-nitro-6-(3-dimethylaminocarbonylphenoxy)pyrimidine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 3-hydroxy-N,N-dimethylbenzamide | HCID 637524 | — |
| Edukt | 4,6-Dichloro-2-(methylthio)-5-nitropyrimidine | HCID 11345458 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 2-Methylthio-4-chloro-5-nitro-6-(3-dimethylaminocarbonylphenoxy)pyrimidine | HCID 22102686 | 83% |
Reaktionsschritte
To 2-methylthio-4,6-dichloro-5-nitropyrimidine, a compound of formula (A), (5.0 g, 20.8 mmol) in 200 mL acetonitrile at 0° C. was added cesium carbonate (8.82 g, 27.1 mmol) followed by the addition of 3-(dimethylaminocarbonyl)phenol (3.44 g, 20.8 mmol), a compound of formula (B), and the reaction mixture was stirred for 16 hours. The volatiles were evaporated and the residue chromatographed on silica gel (CH2 Cl2 /ethyl acetate, 7:12) to afford 6.3 g (83% yield) of 2-methylthio-4-chloro-5-nitro-6-(3-(dimethylaminocarbonyl)phenoxy)pyrimidine, a compound of formula (C).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05846970 |
| Quelldatensatz | uspto-grants-1998_12 |
| ORD ID | ord-56de6141aa3f4eaf9e6317b0a41d0202 |
| Quellennotiz | uspto-grants-1998_12 |