HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Bromine → 4-isobutyl-N-(2-phenylethyl)-1,3-thiazole-2-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Bromine | HCID 24408 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | Sodium Acetate | HCID 517045 | — |
| Edukt | (2-Phenylethyl)thiourea | HCID 735845 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Methyl Isobutyl Ketone | HCID 7909 | — |
| Produkt | 4-isobutyl-N-(2-phenylethyl)-1,3-thiazole-2-amine | HCID 23143262 | 88,5% |
Reaktionsschritte
To a solution of 4-methyl-2-pentanone (2.00 g) in methanol (10 mL) was added bromine (3.20 g) at −30° C. The mixture was allowed to warm to room temperature and stirred until the red color of bromine disappeared. To the obtained colorless solution were added sodium acetate (3.20 g) and N-(2-phenylethyl)thiourea (1.80 g) and the mixture was stirred with heating under reflux for 4 hr. A saturated aqueous sodium hydrogencarbonate solution (10 mL) was added to the reaction mixture and the mixture was concentrated. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:9-2:1 in volume ratio) to give the title compound (1.15 g, yield 41%) as pale-yellow crystals.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07585880B2 |
| Quelldatensatz | uspto-grants-2009_09 |
| ORD ID | ord-6ac9e21dc8fa42be8e4cdf3dee343666 |
| Quellennotiz | uspto-grants-2009_09 |