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HomeProduct name list2-Butyl-4-chloro-5-formylimidazole

2-Butyl-4-chloro-5-formylimidazole

Synonym(s):2-Butyl-4-chloro-5-formylimidazole

  • CAS NO.:83857-96-9
  • Empirical Formula: C8H11ClN2O
  • Molecular Weight: 186.64
  • MDL number: MFCD01934396
  • EINECS: 410-260-0
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-13 12:20:35
2-Butyl-4-chloro-5-formylimidazole Structural

What is 2-Butyl-4-chloro-5-formylimidazole?

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

The Uses of 2-Butyl-4-chloro-5-formylimidazole

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

The Uses of 2-Butyl-4-chloro-5-formylimidazole

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

What are the applications of 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.

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

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  slightly soluble
form  neat
pka 8.87±0.10(Predicted)
form  Powder to crystal
color  Pale Yellow to Brown
Water Solubility  slightly soluble
CAS DataBase Reference 83857-96-9(CAS DataBase Reference)
EPA Substance Registry System 2-Butyl-5-chloroimidazole-4-carbaldehyde (83857-96-9)

Safety information for 2-Butyl-4-chloro-5-formylimidazole

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
ghs
Environment
GHS09
GHS Hazard Statements H317:Sensitisation, Skin
H411:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P272:Contaminated work clothing should not be allowed out of the workplace.
P273:Avoid release to the environment.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention.

Computed Descriptors for 2-Butyl-4-chloro-5-formylimidazole

InChIKey JLVIHQCWASNXCK-UHFFFAOYSA-N

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