Iodine chloride → HCID 10065316, compound

HRID 1631939Notes

Reaction equation

HRID 1631939 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.[I:16]Cl>C(O)(=O)C>[I:16][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 24640Iodine chlorideHCID 303857Ethyl 2-oxo-2,3-dihydro-1H-benzo[D]imidazole-1-carboxylate

Product 1

HCID 10065316HCID 10065316, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 9.00 g (43.6 mmol) of ethyl 2-oxo-2,3-dihydrobenzimidazole-1-carboxylate (IV) and 14.2 g (87.3 mmol) of iodine monochloride in acetic acid (100 ml) was stirred at room temperature for 5 min and then at 85° C. for 2.5 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 THF.

Workup

  1. waitat 85° C. for 2.5 h
  2. customThe cooled reaction mixture
  3. filtrationThe precipitated solid was filtered off
  4. washwashed with water
  5. customdried in vacuo
  6. customrecrystallized from THF

Sources & evidence

ORD record
ord-9c97a2a0e68648488b7f7086a9a2fe91
Source dataset
uspto-grants-2014_07
Patent number
US08791148B2

Reaction notes

Loading…