HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sulfur → sec-Butyl 5-ethyl-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)nicotinate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sulfur | HCID 5362487 | — |
| Edukt | (S)-2-Amino-2,3-dimethylbutanamide | HCID 10154071 | — |
| Edukt | Sec-butyl 5-ethyl-2-methylnicotinate | HCID 15077472 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Lösungsmittel | Chlorobenzene | HCID 7964 | — |
| Produkt | sec-Butyl 5-ethyl-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)nicotinate | HCID 23053208 | 72,4% |
Reaktionsschritte
A mixture of 2.2 g of sec-butyl 5-ethyl-2-methylnicotinate (10 mmol), 1.3 g of a-methylvalinamide (10 mmol) and 2.0 g of sulfur (62 mmol) in 2.5 g of chlorobenzene (114 wt%) is magnetically stirred at reflux temperatures for 24 hours. The reaction is cooled, diluted with methylene chloride, and filtered to remove unreacted sulfur. The filtrate is chromatographed on silica gel using 2:1 hexane-ethyl acetate as eluant to afford 2.5 g of the title product (72% yield) as a solid; recrystallization from ether-hexane gives mp 83°-87° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04925944 |
| Quelldatensatz | uspto-grants-1990_05 |
| ORD ID | ord-708a4f7f892941ab8d630804b72473f8 |
| Quellennotiz | uspto-grants-1990_05 |