HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 17470Erstellt: 24. Oktober 2026
2-(Tributylstannyl)-1,3-thiazole → 7-Fluoro-5-methyl-6-phenyl-2-(1,3-thiazol-2-yl)-1,3-benzoxazole-4-carbonitrile
https://huagongshe.com/de/reaction/17470
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 2-(Tributylstannyl)-1,3-thiazole | HCID 2763259 | — |
| Edukt | 2-Chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile | HCID 51041429 | — |
| Edukt | 2,6-Di-t-butylcresol | HCID 66637192 | — |
| Katalysator | HCID 178418476 | HCID 178418476 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 7-Fluoro-5-methyl-6-phenyl-2-(1,3-thiazol-2-yl)-1,3-benzoxazole-4-carbonitrile | HCID 68584428 | 29,9% |
Reaktionsschritte
2-Tri-n-butylstannylthiazole (392 mg, 1.05 mmol), dichlorobis(triphenylphosphine)palladium(II) (49.0 mg, 0.070 mmol) and 2,6-di-tert-butylcresol (30.7 mg, 0.14 mmol) were added to a toluene (20 ml) solution of 2-chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-cabonitrile (I-130) (200 mg, 0.698 mmol), followed by heating under reflux in an oil bath at 125° C. for 5 hours in an argon atmosphere. The solvent was evaporated away under reduced pressure, then the residue was purified by silica gel column chromatography (eluent, hexane:ethyl acetate=9:1→2:1) to obtain the entitled compound (70.0 mg, 29.9%) as a pale yellow solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07737166B2 |
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| Quelldatensatz | uspto-grants-2010_06 |
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| ORD ID | ord-0047f5e8ceb241b98ab3b2476aa0cd4c |
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| Quellennotiz | uspto-grants-2010_06 |
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