HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 643644Erstellt: 25. Oktober 2026
Cesium carbonate → 6-Methoxy-2-(4-nitrophenyl) benzothiazole
https://huagongshe.com/reaction/643644
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 1-Iodo-4-nitrobenzene | HCID 12495 | — |
| Edukt | Tributylphosphine | HCID 13831 | — |
| Edukt | 2-Bromo-6-methoxy-1,3-benzothiazole | HCID 11218765 | — |
| Katalysator | Copper bromide (CuBr2) | HCID 24611 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 6-Methoxy-2-(4-nitrophenyl) benzothiazole | HCID 10660852 | 81,9% |
Reaktionsschritte
Under N2, in a sealed tube, to 22 (19.7 mmol) in DMF 50 ml, 1-iodo-4-nitrobenzene (21.6 mmol), cesium carbonate (19.6 mmol), palladium acetate (0.98 mmol), copper bromide (0.2 mmol) and tributylphosphine (1.9 mmol) were added. The reaction was stirred at 150° C. overnight and, after cooling to room temperature, the mixture was extracted with ethyl acetate. The organic layer was then washed (3 times) with water, dried over Na2SO4 and the solvent removed via a rotary evaporator. The residue was purified by chromatography on silica gel using 9:1 hexane/ethyl acetate as the eluent to yield 4.62 g (81%) of 23 as a yellow solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07700616B2 |
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| Quelldatensatz | uspto-grants-2010_04 |
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| ORD ID | ord-71638f10d91c4d9fa9472f05e98690d4 |
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| Quellennotiz | uspto-grants-2010_04 |
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