Hydrochloric Acid → HCID 22402967, compound

HRID 259712Notes

Reaction equation

HRID 259712 reaction equation
[CH2:1]([N:8]1[C:12]2=[CH:13][CH:14]=[C:15]([C:21]([O:23]C)=[O:22])[C:16]([C:17]([O:19]C)=[O:18])=[C:11]2[N:10]=[C:9]1[CH3:25])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO.[OH-].[Na+].Cl>O>[CH2:1]([N:8]1[C:12]2=[CH:13][CH:14]=[C:15]([C:21]([OH:23])=[O:22])[C:16]([C:17]([OH:19])=[O:18])=[C:11]2[N:10]=[C:9]1[CH3:25])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 22402944HCID 22402944, compound

Product 1

HCID 22402967HCID 22402967, compoundYield 98.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of dimethyl 1-benzyl-2-methyl-4,5-benzimidazoledicarboxylate (5.50 g, 16.2 mmol), methanol, 10N sodium hydroxide (13 mL, 130 mmol) and water is stirred for 4 hours at 70° C., cooled, acidified to pH 4 with hydrochloric acid and filtered to afford the title product as an off-white solid (4.94 g, 98.4%) , mp 224°-226° C.

Workup

  1. temperaturecooled
  2. filtrationfiltered

Sources & evidence

ORD record
ord-b50788b45e1d4346b0089a2dd59ed72a
Source dataset
uspto-grants-1996_06
Patent number
US05523279

Reaction notes

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