2-Butyl-4-chloro-5-formylimidazole Chemical Properties

Melting point:

97-100 °C(lit.)

Boiling point:

384.1±22.0 °C(Predicted)

Density 

1.240

vapor pressure 

0.001Pa at 25℃

storage temp. 

Inert atmosphere,2-8°C

solubility 

soluble in methanol

form 

Powder to crystal

pka

8.87±0.10(Predicted)

color 

Pale Yellow to Brown

Water Solubility 

slightly soluble

InChIKey

JLVIHQCWASNXCK-UHFFFAOYSA-N

LogP

2.5 at 25℃ and pH7.1

Surface tension

58.3mN/m at 1.2g/L and 20℃

CAS DataBase Reference

83857-96-9(CAS DataBase Reference)

EPA Substance Registry System

2-Butyl-5-chloroimidazole-4-carbaldehyde (83857-96-9)

Safety Information

Hazard Codes 

Xi,N

Risk Statements 

43-51/53

Safety Statements 

24-37-61

RIDADR 

UN 3077 9/PG 3

WGK Germany 

2

HazardClass 

IRRITANT

PackingGroup 

III

HS Code 

29339900

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

2-Butyl-4-chloro-5-formylimidazole Usage And Synthesis

Description

2-Butyl-4-chloro-5-formylimidazole is an API intermediate used as an intermediate for the anti-hypertensive drug Chlosartan. It can be used in the chemical manufacture of many APIs and advanced intermediates. With the help of this chemical, a number of other chemicals can be manufactured that have further applications in industries such as Losartan manufacturing.

Chemical Properties

2-Butyl-4-chloro-5-formylimidazole is Yellow Solid

Uses

2-Butyl-4-chloro-5-formylimidazole is used for preparation of N-(biphenylylmethyl)imidazoles as angiotensin II antagonists

Uses

2-Butyl-5-chloro-1H-imidazole-4-carboxaldehyde may be used in the preparation of the following symmetrical esters of dialkyl 4-(2-butyl-5-chloro-1H-imidazol-4-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate:

• dimethyl 4-(2-butyl-5-chloro-1H-imidazol-4-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• diethyl 4-(2-butyl-5-chloro-1H-imidazol-4-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• diisopropyl 4-(2-butyl-5-chloro-1Himidazol-4-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• diisobutyl 4-(2-butyl-5-chloro-1H-imidazol-4-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• di-tert-butyl 4-(2-butyl-5-chloro-1Himidazol-4-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• bis(2-methoxyethyl) 4-(2-butyl-5-chloro-1Himidazol-4-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

Application

2-Butyl-4-chloro-1H-imidazole-5-carboxaldehyde (Losartan EP Impurity D) is used for preparation of N-(biphenylylmethyl)imidazoles as angiotensin II antagonists. Losartan USP Related Compound A.

Synthesis Reference(s)

The Journal of Organic Chemistry, 64, p. 8084, 1999 DOI: 10.1021/jo9824910

Synthesis

2-Butyl-4-chloro-5-formylimidazole was synthesised as follows: Performing condensation reaction of pentamidine hydrochloride with glyoxal and controlling the pH value of the system in the range of 6.0-7.5; after the reaction terminates, arousing dehydration reaction of the compound of formula III, thereby obtaining 2-butyl-1H-imidazole-5(4H)-ketone; and finally, reacting 2-butyl-1H-imidazole-5(4H)-ketone with N,N-dimethylformamide in the presence of phosphorus oxychloride, thereby obtaining 2-butyl-4-chloro-5-formylimidazole.

storage

2-Butyl-4-chloro-5-formylimidazole is soluble in DMF, DMSO, Ethanol and Methanol.

2-Butyl-4-chloro-5-formylimidazole(83857-96-9)Related Product Information

• tert-Butyldimethylsilyl chloride
• tert-Butanol
• butyl rubber
• Tetrabutylammonium bromide
• 1-Vinylimidazole
• Butyl acetate
• N-(n-Butyl)thiophosphoric triamide
• Methimazole
• n-Butyllithium
• Buprofezin
• Cyhalofop-butyl
• 2-Butoxyethanol
• 1-Bromobutane
• Imidazole
• Butyl acrylate
• 1H-Imidazole-4-carbaldehyde
• Zolasartan
• Difluorochloromethane