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2-Butyl-4-chloro-5-formylimidazole

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CAS:83857-96-9
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CAS:83857-96-9
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2-Butyl-4-chloro-5-formylimidazole Basic information
Product Name:2-Butyl-4-chloro-5-formylimidazole
Synonyms:2-BUTYL-4-CHLORO-5-IMIDAZOLECARBOXALDEHYDE (BCFI);2-Butyl-4-chloroimidazole-5-carboxaldehyde;2-Butyl-5-formyl-4-chloroimidazole;2-butyl-5-chloro-3H-imidazole-4-carbaldehyde;2-Butyl-5-chloro-4-formylimidazole 97%;2-BUTYL-5-CHLORO-1H-IMIDAGOLE-;2-N-BUTYL-4(5)-CHLORO-1H-IMIDAZOLE-5(4)-CARBOXALDEHYDE (INTERMEDIATE OF LOSARTAN);2-n-Butyl-4-chloro-5-formylimidazloe
CAS:83857-96-9
MF:C8H11ClN2O
MW:186.64
EINECS:410-260-0
Product Categories:Building Blocks;C8;Carbonyl Compounds;(intermediate of losartan);Heterocyclic Compounds;Hypertension;Heterocycles;Imidazoles & Benzimidazoles;INTERMEDIATESOF;Aldehydes;Imidazoles & Benzimidazoles;api;Intermediates;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;Imidazoles;Organic Building Blocks
Mol File:83857-96-9.mol
2-Butyl-4-chloro-5-formylimidazole Structure
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
pka8.87±0.10(Predicted)
form Powder to crystal
color Pale Yellow to Brown
Water Solubility slightly soluble
InChI1S/C8H11ClN2O/c1-2-3-4-7-10-6(5-12)8(9)11-7/h5H,2-4H2,1H3,(H,10,11)
InChIKeyJLVIHQCWASNXCK-UHFFFAOYSA-N
SMILESCCCCc1nc(C=O)c(Cl)[nH]1
LogP2.5 at 25℃ and pH7.1
Surface tension58.3mN/m at 1.2g/L and 20℃
CAS DataBase Reference83857-96-9(CAS DataBase Reference)
EPA Substance Registry System2-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
Storage Class11 - Combustible Solids
Hazard ClassificationsAquatic Chronic 2
Skin Sens. 1A
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
2-Butyl-4-chloro-5-formylimidazole Usage And Synthesis
Description2-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 Properties2-Butyl-4-chloro-5-formylimidazole is Yellow Solid
Uses2-Butyl-4-chloro-5-formylimidazole is used for preparation of N-(biphenylylmethyl)imidazoles as angiotensin II antagonists
Uses2-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
Application2-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
Synthesis2-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.
storage2-Butyl-4-chloro-5-formylimidazole is soluble in DMF, DMSO, Ethanol and Methanol.
Tag:2-Butyl-4-chloro-5-formylimidazole(83857-96-9) Related Product Information
butyl rubber Tetrabutylammonium bromide 1-Vinylimidazole Butyl acetate n-Butyllithium Methimazole Buprofezin Cyhalofop-butyl 2-Butoxyethanol 1-Bromobutane Imidazole 1H-Imidazole-4-carbaldehyde Butyl acrylate tert-Butyldimethylsilyl chloride N-(n-butyl)thiophosphoric triamide tert-Butanol Zolasartan Difluorochloromethane