HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methyl 2-(4-amino-3-chlorophenyl)acetate → Methyl (3-chloro-4-(5-fluoro-2-benzothiazolyl)aminophenyl)acetate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methyl 2-(4-amino-3-chlorophenyl)acetate | HCID 13616273 | — |
| Edukt | 2-Bromo-5-fluorobenzo[d]thiazole | HCID 17859396 | — |
| Edukt | Pyridinium.p-toluenesulfonate | HCID 22033616 | — |
| Lösungsmittel | O-Xylene | HCID 7237 | — |
| Produkt | Methyl (3-chloro-4-(5-fluoro-2-benzothiazolyl)aminophenyl)acetate | HCID 58778358 | 37,5% |
Reaktionsschritte
In xylene (5 ml), 2-bromo-5-fluorobenzothiazole (516 mg, 2.22 mmol), methyl 4-amino-3-chlorophenylacetate (444 mg, 2.22 mmol), and pyridinium•p-toluenesulfonate (PPTS) (168 mg, 0.67 mmol) were heated under reflux for 10 hours. After cooling, the reaction mixture was distilled under reduced pressure to remove the solvent. The residue was purified by chromatography on a silica gel column, whereby from n-hexane/ethyl acetate (7:1, v/v) eluate fractions, methyl (3-chloro-4-(5-fluoro-2-benzothiazolyl)aminophenyl)acetate (292 mg, 37%) was obtained as a pale yellow oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07157487B2 |
| Quelldatensatz | uspto-grants-2007_01 |
| ORD ID | ord-4c7368b2558a4b6f8b6eb27100b196f9 |
| Quellennotiz | uspto-grants-2007_01 |