Sodium Chloride → 1H-Imidazole-4,5-dicarboxylic acid, 2-propyl-, 4,5-diethyl ester

HRID 1028481Notes

Reaction equation

HRID 1028481 reaction equation
Cl.[CH2:2]([C:5]1[NH:6][C:7]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[C:8]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[N:9]=1)[CH2:3][CH3:4].[Cl-].[Na+].[OH-].[Na+]>O>[CH2:2]([C:5]1[NH:9][C:8]([C:10]([O:12][CH2:13][CH3:14])=[O:11])=[C:7]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[N:6]=1)[CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 5234Sodium ChlorideHCID 14798Sodium HydroxideHCID 67024452HCID 67024452, compound

Product 1

HCID 102860151H-Imidazole-4,5-dicarboxylic acid, 2-propyl-, 4,5-diethyl esterYield 93.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Diethyl 2-propyl-1H-imidazol-4,5-dicarboxylate hydrochloride (50.0 g) obtained in Example 11a and sodium chloride (50.0 g) were dissolved in water (500 ml), and 5N aqueous sodium hydroxide solution (30 ml) was added to this solution, followed by stirring for 1 hour under ice cooling. The precipitated crystals were collected by filtration, and subsequently dried under reduced pressure to afford the title compound (40.7 g) as white crystals. Each spectral data of the obtained compound coincided with that of the compound in Example 2.

Workup

  1. filtrationThe precipitated crystals were collected by filtration
  2. customsubsequently dried under reduced pressure

Sources & evidence

ORD record
ord-8ed77a9fb71340dcb5da23427bd09dd5
Source dataset
uspto-grants-2014_05
Patent number
US08735598B2

Reaction notes

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