Sulfuryl chloride → Ethyl 6-chloro-2-oxo-2,3-dihydrobenzimidazole-1-carboxylate

HRID 1631937Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1631937
[O:1]=[C:2]1[N:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[C:5]2[CH:12]=[CH:13][CH:14]=[CH:15][C:4]=2[NH:3]1.S(Cl)([Cl:19])(=O)=O>C(O)(=O)C>[Cl:19][C:13]1[CH:14]=[CH:15][C:4]2[NH:3][C:2](=[O:1])[N:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[C:5]=2[CH:12]=1

Komponenten

4

Edukt 2

HCID 24648Sulfuryl chlorideHCID 303857Ethyl 2-oxo-2,3-dihydro-1H-benzo[D]imidazole-1-carboxylate

Produkt 1

HCID 10354291Ethyl 6-chloro-2-oxo-2,3-dihydrobenzimidazole-1-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

A mixture of 7.00 g (33.9 mmol) of ethyl 2-oxo-2,3-dihydrobenzimidazole-1-carboxylate (IV) and 3.02 ml (37.3 mmol) of sulfuryl chloride in acetic acid (90 ml) was stirred at 90° C. for 1 h. The cooled reaction mixture was poured into ice-water. The precipitated solid was filtered off, washed with water, dried in vacuo and recrystallized from ethyl acetate.

Aufarbeitung

  1. customThe cooled reaction mixture
  2. filtrationThe precipitated solid was filtered off
  3. washwashed with water
  4. customdried in vacuo
  5. customrecrystallized from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-695d9858dd6843d298be3e61d5db1d40
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08791148B2

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