HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 12151Erstellt: 24. Oktober 2026
Toluene → 2-Amino-5-chloro-N-(5-chloropyridin-2-yl)benzamide
https://huagongshe.com/de/reaction/12151
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Toluene | HCID 1140 | — |
| Edukt | 2-Amino-5-chloropyridine | HCID 66174 | — |
| Edukt | 5-Chloroisatoic anhydride | HCID 78480 | — |
| Edukt | Potassium bis(trimethylsilyl)amide | HCID 3251421 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 2-Amino-5-chloro-N-(5-chloropyridin-2-yl)benzamide | HCID 21906418 | 100% |
Reaktionsschritte
To a solution of 2-amino-5-chloropyridine (328 mg, 2.55 mmol) in tetrahydrofuran (5 ml) was 0.5M potassium bis(trimethylsilyl)amide in toluene (10 ml, 5.05 mmol) dropwise at −78° C. After stirred for additional 0.5 hr at −78° C., the mixture was added 5-chloroisatoic anhydride (0.5 g, 2.55 mmol) at −78° C. The mixture was warmed up to r.t gradually and stirred overnight. After quenched by saturated ammonium chloride solution, the mixture was extracted by ethyl acetate. The organic layer was dried over magnesium sulfate and concentrated to give (2-amino-5-chlorophenyl)-N-(5-chloro(2-pyridyl))carboxamide (0.71 g. 100%). MS found for C12H9Cl2N3O M+=282, (M+2)+=284.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07727981B2 |
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| Quelldatensatz | uspto-grants-2010_06 |
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| ORD ID | ord-a9b6035cb27d4c51a725621d2aa97cec |
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| Quellennotiz | uspto-grants-2010_06 |
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