Water → HCID 22402945, compound

HRID 259721Notes

Reaction equation

HRID 259721 reaction equation
[CH3:1][N:2]1[C:6]2[CH:7]=[C:8]([C:15]([O:17]C)=[O:16])[C:9]([C:11]([O:13]C)=[O:12])=[CH:10][C:5]=2[N:4]=[C:3]1[CH3:19].[OH-].[K+].O>CO>[CH3:1][N:2]1[C:6]2[CH:7]=[C:8]([C:15]([OH:17])=[O:16])[C:9]([C:11]([OH:13])=[O:12])=[CH:10][C:5]=2[N:4]=[C:3]1[CH3:19]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 22402931HCID 22402931, compound

Product 1

HCID 22402945HCID 22402945, compoundYield 91.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of dimethyl 1,2-dimethyl-5,6-benzimidazoledicarboxylate (2.80 g, 10.7 mmol), potassium hydroxide (1.49 g, 26.7 mmol), water and methanol is stirred at room temperature for 16 hours and then concentrated in vacuo. The resultant residue is taken up in a minimal amount of water, cooled, acidified to pH 3 with hydrochloric acid and filtered to give the title product as pink crystals (2.28 g, 91.2%), mp 308°-312° C.

Workup

  1. concentrationconcentrated in vacuo
  2. temperaturecooled
  3. filtrationfiltered

Sources & evidence

ORD record
ord-83ada9995da34506b3fb6a8a6217fc9b
Source dataset
uspto-grants-1996_06
Patent number
US05523279

Reaction notes

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