Hydrochloric Acid → HCID 22402976, compound

HRID 1463205Notes

Reaction equation

HRID 1463205 reaction equation
[CH2:1]([N:8]1[C:12]2[CH:13]=[CH:14][C:15]([C:28]([OH:30])=[O:29])=[C:16]([C:17](=O)[NH:18][C:19]([C:24](=[O:26])[NH2:25])([CH3:23])[CH:20]([CH3:22])[CH3:21])[C:11]=2[N:10]=[C:9]1[CH3:31])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].Cl>O>[CH2:1]([N:8]1[C:12]2[CH:13]=[CH:14][C:15]([C:28]([OH:30])=[O:29])=[C:16]([C:17]3[NH:25][C:24](=[O:26])[C:19]([CH:20]([CH3:22])[CH3:21])([CH3:23])[N:18]=3)[C:11]=2[N:10]=[C:9]1[CH3:31])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22402942HCID 22402942, compound

Product 1

HCID 22402976HCID 22402976, compoundYield 31%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1-benzyl-4-[(1-carbamoyl-1,2-dimethylpropyl)carbamoyl]-2-methyl 5-benzimidazolecarboxylic acid (3.58 g, 8.47 mmol), 10N sodium hydroxide (5.08 mL, 50.8 mmol) and water is stirred for 4 hours at reflux temperature, cooled, acidified to pH 4 with hydrochloric acid and filtered. The filter cake is recrystallized from acetonitrile to give the title product as an off-white powder (1.06 g, 31.0%), mp 198°-208° C. (dec).

Workup

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

Sources & evidence

ORD record
ord-d9c1566cd7a04692a853d055a8bb4ce8
Source dataset
uspto-grants-1994_04
Patent number
US05300479

Reaction notes

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