Sulfuryl chloride → HCID 10354291, compound

HRID 1631937Notes

Reaction equation

HRID 1631937 reaction equation
[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

Participants

4

Reactant 2

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

Product 1

HCID 10354291HCID 10354291, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
90 °C

Procedure

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.

Workup

  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

Sources & evidence

ORD record
ord-695d9858dd6843d298be3e61d5db1d40
Source dataset
uspto-grants-2014_07
Patent number
US08791148B2

Reaction notes

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