Hydrochloric Acid → HCID 22402940, compound

HRID 1463209Notes

Reaction equation

HRID 1463209 reaction equation
[C:1]([C:4]([NH:9][C:10]([C:12]1[C:20]2[N:19]=[C:18]([CH3:21])[N:17]([CH2:22][CH3:23])[C:16]=2[CH:15]=[CH:14][C:13]=1[C:24]([OH:26])=[O:25])=O)([CH3:8])[CH:5]([CH3:7])[CH3:6])(=[O:3])[NH2:2].[OH-].[Na+].Cl>O>[CH2:22]([N:17]1[C:16]2[CH:15]=[CH:14][C:13]([C:24]([OH:26])=[O:25])=[C:12]([C:10]3[NH:2][C:1](=[O:3])[C:4]([CH:5]([CH3:7])[CH3:6])([CH3:8])[N:9]=3)[C:20]=2[N:19]=[C:18]1[CH3:21])[CH3:23]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22402934HCID 22402934, compound

Product 1

HCID 22402940HCID 22402940, compoundYield 28.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4-[(1-carbamoyl-1,2-dimethylpropyl)carbamoyl]-1-ethyl-2-methyl-5-benzimidazolecarboxylic acid (4.09 g, 11.4 mmol), 10N sodium hydroxide (6.8 mL, 68.0 mmol) and water is stirred for 2 hours at reflux temperature, cooled, acidified to pH 4 with hydrochloric acid and filtered. The filter cake is recrystallized from acetonitrile to yield the title product as a white powder (1.10 g, 28.2%), mp 250°-256° C. (dec).

Workup

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

Sources & evidence

ORD record
ord-ccd096774f304f0db7fb980d60ffde42
Source dataset
uspto-grants-1994_04
Patent number
US05300479

Reaction notes

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