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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 342332Erstellt: 25. Oktober 2026

Dicyclohexylcarbodiimide → benzoylmercaptoacetyl-N-hydroxysuccinimide

https://huagongshe.com/reaction/342332

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDicyclohexylcarbodiimideHCID 10868—
EduktN-HydroxysuccinimideHCID 80170—
Edukt2-benzoylsulfanylacetic AcidHCID 5116533—
Lösungsmittel1,4-DioxaneHCID 31275—
Produktbenzoylmercaptoacetyl-N-hydroxysuccinimideHCID 8674998678,5%

Reaktionsbedingungen

Temperatur4 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05858327
Quelldatensatzuspto-grants-1999_01
ORD IDord-145326acdd6f4ef8b5e17ee413bb8e2b
Quellennotizuspto-grants-1999_01