Phenyl chloroformate → 4-methoxy-2-oxo-2,3-dihydrobenzimidazole-1-carboxylic Acid Phenyl Ester

HRID 651382Notes

Reaction equation

HRID 651382 reaction equation
[CH3:1][O:2][C:3]1[C:11]2[NH:10][C:9](=[O:12])[NH:8][C:7]=2[CH:6]=[CH:5][CH:4]=1.[C:13]1([O:19][C:20](Cl)=[O:21])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>N1C=CC=CC=1>[C:13]1([O:19][C:20]([N:8]2[C:7]3[CH:6]=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[C:11]=3[NH:10][C:9]2=[O:12])=[O:21])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 15891Phenyl chloroformateHCID 129266284-methoxy-1H-benzo[d]imidazol-2(3H)-one

Product 1

HCID 701266724-methoxy-2-oxo-2,3-dihydrobenzimidazole-1-carboxylic Acid Phenyl Ester

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 4-methoxy-2-oxo-2,3-dihydrobenzimidazole (24 g; 0.146 mol) in pyridine (200 ml), phenylchloroformate (18.4 ml; 0.146 mol) was added dropwise. The reaction mixture was refluxed for 14 hours then was poured into ice-water. The precipitated solid was collected and dried to give the title compound. 30 g; m.p. 204-205° C.

Workup

  1. temperatureThe reaction mixture was refluxed for 14 hours
  2. customThe precipitated solid was collected
  3. customdried

Sources & evidence

ORD record
ord-f2ca2589acc941b49c79a3176a633e7e
Source dataset
uspto-grants-2001_08
Patent number
US06281218B1

Reaction notes

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