HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 342332Erstellt: 25. Oktober 2026
Dicyclohexylcarbodiimide → benzoylmercaptoacetyl-N-hydroxysuccinimide
https://huagongshe.com/reaction/342332
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Edukt | N-Hydroxysuccinimide | HCID 80170 | — |
| Edukt | 2-benzoylsulfanylacetic Acid | HCID 5116533 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | benzoylmercaptoacetyl-N-hydroxysuccinimide | HCID 86749986 | 78,5% |
Reaktionsschritte
To a stirring solution of (9.20 g, 46.9 mmoles) benzoylmercaptoacetic acid and (5.41 g, 46.9 mmoles) N-hydroxysuccinimide in (100 mL) dioxane was added a solution of (9.70 g, 47 mmoles) dicyclohexylcarbodiimide in (40 mL) dioxane. The reaction was stirred 12 hours followed by cooling to 4° C., filtering, and rotavapping off the dioxane to a white solid. The solid was triturated with cold isopropanol, filtered, and dried in vacuo yielding 10.8 g, 78% benzoylmercaptoacetyl-N-hydroxysuccinimide. 200 mg was recrystallized from 500 mg in hot ethyl acetate.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05858327 |
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| Quelldatensatz | uspto-grants-1999_01 |
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| ORD ID | ord-145326acdd6f4ef8b5e17ee413bb8e2b |
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| Quellennotiz | uspto-grants-1999_01 |
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