HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Bromo-6-chlorobenzo[d]thiazole → Methyl (4-(6-chloro-2-benzothiazolyl)amino-3-chlorophenyl)acetate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Bromo-6-chlorobenzo[d]thiazole | HCID 11499762 | — |
| Edukt | Methyl 2-(4-amino-3-chlorophenyl)acetate | HCID 13616273 | — |
| Edukt | Pyridinium.p-toluenesulfonate | HCID 22033616 | — |
| Lösungsmittel | O-Xylene | HCID 7237 | — |
| Produkt | Methyl (4-(6-chloro-2-benzothiazolyl)amino-3-chlorophenyl)acetate | HCID 58778710 | 24,1% |
Reaktionsschritte
In xylene (10 ml), 2-bromo-6-chlorobenzothiazole (760 mg, 3.06 mmol), methyl 4-amino-3-chlorophenylacetate (610 mg, 3.06 mmol), and pyridinium•p-toluenesulfonate (PPTS) (230 mg, 0.92 mmol) were heated under reflux for 1 hour. 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 (6:1, v/v) eluate fractions, methyl (4-(6-chloro-2-benzothiazolyl)amino-3-chlorophenyl)acetate (271 mg, 24%) was obtained as a pale yellow solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07157487B2 |
| Quelldatensatz | uspto-grants-2007_01 |
| ORD ID | ord-132831e55ece48d098a49cee79ce59c0 |
| Quellennotiz | uspto-grants-2007_01 |