HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-(4-Chlorophenyl)-2-oxoethyl thiocyanate → [4-(4-Chloro-phenyl)-thiazol-2-yl]-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-(4-Chlorophenyl)-2-oxoethyl thiocyanate | HCID 88013 | — |
| Edukt | 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline | HCID 45480181 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | [4-(4-Chloro-phenyl)-thiazol-2-yl]-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine | HCID 86624674 | — |
Reaktionsschritte
A solution of 51 mg (0.25 mmol) 3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamine and of 53 mg (0.25 mmol) 1-(4-chloro-phenyl)-2-thiocyanato-ethanone in ethanol (1.25 ml) and dioxane (1.25 ml) was refluxed over night. After cooling to room temperature the solvent was evaporated under vacuo and the residue was purified on silica gel with methylene chloride/methanol 19/1 yielding 35 mg (35%) [4-(4-chloro-phenyl)-thiazol-2-yl]-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine as a yellow solid. MS ISP (m/e): 397.1/399.1 (100/50) (M+H)+. 1H NMR (DMSO-D6, 250 MHz): δ (ppm)=10.54 (s, 1H), 7.96 (d, 2H), 7.86 (s, 1H), 7.68 (s, 1H), 7.50 (d, 2H), 7.48 (s, 1H), 7.31 (d, 1H), 7.22 (d, 1H), 7.06 (s, 1H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07910740B2 |
| Quelldatensatz | uspto-grants-2011_03 |
| ORD ID | ord-ff47168e96584356b0921843bccb64bb |
| Quellennotiz | uspto-grants-2011_03 |