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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 46860Erstellt: 25. Oktober 2026

Thionyl Chloride → 5-chloro-1-(3-chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one

https://huagongshe.com/reaction/46860

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktThionyl ChlorideHCID 24386—
Edukt5-chloro-1,3-dihydro-1-(3-hydroxypropyl)-2H-benzimidazol-2-oneHCID 3017358—
LösungsmittelChloroformHCID 6212—
Produkt5-chloro-1-(3-chloropropyl)-1,3-dihydro-2H-benzimidazol-2-oneHCID 20385630—

Reaktionsschritte

A mixture of 20 parts of 5-chloro-1,3-dihydro-1-(3-hydroxypropyl)-2H-benzimidazol-2-one, 34 parts of sulfinyl chloride and 300 parts of trichloromethane is stirred and refluxed for 4 hours. The trichloromethane is evaporated and the residue is crystallized from 4-methyl-2-pentanone (activated charcoal). The product is filtered off (the filtrate is set aside), yielding a first fraction of 8.2 parts of 5-chloro-1-(3-chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one. The filtrate, which was set aside, is concentrated and the concentrate is stirred with 2,2'-oxybispropane. The precipitated product is filtered off and dried, yielding a second fraction of 8 parts of 5-chloro-1-(3-chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04175129
Quelldatensatzuspto-grants-1979_11
ORD IDord-57b432926f4442278407d58bc68d31a0
Quellennotizuspto-grants-1979_11