Hydrochloric Acid → HCID 67735855, compound

HRID 259723Notes

Reaction equation

HRID 259723 reaction equation
[C:1]([C:4]([NH:9][C:10]([C:12]1[C:13]([C:23]([OH:25])=[O:24])=[CH:14][C:15]2[N:19]=[C:18]([CH3:20])[N:17]([CH3:21])[C:16]=2[CH:22]=1)=O)([CH3:8])[CH:5]([CH3:7])[CH3:6])(=[O:3])[NH2:2].[OH-].[Na+].[ClH:28]>>[ClH:28].[ClH:28].[CH:5]([C:4]1([CH3:8])[C:1](=[O:3])[NH:2][C:10]([C:12]2[C:13]([C:23]([OH:25])=[O:24])=[CH:14][C:15]3[N:19]=[C:18]([CH3:20])[N:17]([CH3:21])[C:16]=3[CH:22]=2)=[N:9]1)([CH3:7])[CH3:6]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22402949HCID 22402949, compound

Product 1

HCID 67735855HCID 67735855, compoundYield 31.5%

Procedure

A mixture of 6-[(1-carbamoyl-1,2-dimethylpropyl)carbamoyl]-1,2-dimethyl-5-benzimidazolecarboxylic acid (0.330 g, 0.910 mmol) and 2M sodium hydroxide (3.0 mL, 6.0 mmol) is stirred for 2.5 hours at reflux temperature, cooled, acidified to pH 3 with hydrochloric acid and filtered. The filter cake is recrystallized from ethanol to afford the title product as a white solid (0.120 g, 31.5%), mp 256°-258° C.

Workup

  1. temperatureat reflux temperature
  2. temperaturecooled
  3. filtrationfiltered
  4. customThe filter cake is recrystallized from ethanol

Sources & evidence

ORD record
ord-31bb49734ce94a5f93f66ae142b0b099
Source dataset
uspto-grants-1996_06
Patent number
US05523279

Reaction notes

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