HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Diethyl Ether → N-(3-(Furan-3-ylmethoxy)-4-methylphenyl)thiazol-2-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Diethyl Ether | HCID 3283 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 2-(Bromomethyl)furan | HCID 4603765 | — |
| Edukt | 2-Methyl-5-(thiazol-2-ylamino)phenol | HCID 86645029 | — |
| Lösungsmittel | Acetone | HCID 180 | — |
| Produkt | N-(3-(Furan-3-ylmethoxy)-4-methylphenyl)thiazol-2-amine | HCID 86645042 | 54% |
Reaktionsschritte
Following the general procedure for O-alkylation, Method B, a mixture of 2-methyl-5-(thiazol-2-ylamino)phenol (100 mg, 0.48 mmol) and Cs2CO3 (0.48 mmol) in acetone (4.4 mL) was treated with a freshly prepeared solution of 2-furylbromomethane in ether (0.53 mmol) at 0°. After 30 min the reaction was heated to RT. After 4 h, another 2-furylbromomethane (35 mg) were added and stirred for another 1.5 h. Reaction control by TLC showed full conversion after 6 h 40 min. The title compound was obtained after purification by flash chromatography on silica gel (hexane:EtOAc 3/1) in 54% yield (75 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09018209B2 |
| Quelldatensatz | uspto-grants-2015_04 |
| ORD ID | ord-574d7c37ea5e4f518fb933fb40857c8c |
| Quellennotiz | uspto-grants-2015_04 |