N-(4-Bromobenzyl)-2-butyl-4-chloro-1H-imidazole-5-carboxyaldehyde

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N-(4-Bromobenzyl)-2-butyl-4-chloro-1H-imidazole-5-carboxyaldehyde Basic information
Product Name:N-(4-Bromobenzyl)-2-butyl-4-chloro-1H-imidazole-5-carboxyaldehyde
Synonyms:1H-Imidazole-5-carboxaldehyde, 1-[(4-bromophenyl)methyl]-2-butyl-4-chloro-;N-(4-Bromobenzyl)-2-butyl-4-chloro-1H-imidazole-5-carboxyaldehyde;1-[(4-BroMophenyl)Methyl]-2-butyl-4-chloro-1H-iMidazole-5-carboxaldehyde;1-(4-bromobenzyl)-2-butyl-4-chloro-1H-imidazole-5-carbaldehyde;3-[(4-Bromophenyl)methyl]-2-butyl-5-chloroimidazole-4-carbaldehyde;Butanoicacid,4-chloro-6-oxo-;1-(1H-1,3-BENZODIAZOL-2-YL)-1H-PYRAZOL-7-AMINE
CAS:143722-29-6
MF:C15H16BrClN2O
MW:355.66
EINECS:
Product Categories:Aromatics;Heterocycles;Intermediates
Mol File:143722-29-6.mol
N-(4-Bromobenzyl)-2-butyl-4-chloro-1H-imidazole-5-carboxyaldehyde Structure
N-(4-Bromobenzyl)-2-butyl-4-chloro-1H-imidazole-5-carboxyaldehyde Chemical Properties
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility soluble in Chloroform, Dichloromethane, Ethyl Acetate, Methanol
Safety Information
MSDS Information
N-(4-Bromobenzyl)-2-butyl-4-chloro-1H-imidazole-5-carboxyaldehyde Usage And Synthesis
UsesIntermediate in the production of Sartan derivatives
Synthesis
2-Butyl-4-chloro-5-formylimidazole

83857-96-9

4-Bromobenzyl bromide

589-15-1

N-(4-Bromobenzyl)-2-butyl-4-chloro-1H-imidazole-5-carboxyaldehyde

143722-29-6

Example 14 Synthesis of 1-(4-bromobenzyl)-2-butyl-4-chloro-1H-imidazole-5-carbaldehyde 2-n-butyl-4-chloro-1H-imidazole-5-carboxaldehyde (111.9 g, 0.6 mol), p-bromobenzyl bromide (153.02 g, 0.6 mol), anhydrous potassium carbonate (103.5 g, 0.75 mol), and dry N,N-dimethylacetamide (900 mL) were mixed and the reaction was stirred for 4 hours at room temperature. After completion of the reaction, the reaction mixture was diluted with toluene (1.2 L) and water (1.8 L) and stirring was continued for 30 min. After standing and stratifying, the organic layer was separated and washed twice with 900 mL of water. The organic layer was dried with magnesium sulfate and filtered to remove the desiccant. The filtrate was concentrated and the residue was dried by vacuum pump overnight to give 191.71 g of the target product in 89.9% yield.

References[1] Patent: US5310928, 1994, A
[2] Patent: US5130439, 1992, A
N-(4-Bromobenzyl)-2-butyl-4-chloro-1H-imidazole-5-carboxyaldehyde Preparation Products And Raw materials
Raw materials4-Bromobenzyl bromide-->2-Butyl-4-chloro-5-formylimidazole-->Water-->Toluene-->N,N-Dimethylacetamide-->Potassium carbonate
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