2-Butyl-4-chloro-5-formylimidazole CAS 83857-96-9

Introduction：Basic information about 2-Butyl-4-chloro-5-formylimidazole CAS 83857-96-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

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 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
• InChI: 1S/C8H11ClN2O/c1-2-3-4-7-10-6(5-12)8(9)11-7/h5H,2-4H2,1H3,(H,10,11)
• InChIKey: JLVIHQCWASNXCK-UHFFFAOYSA-N
• SMILES: CCCCc1nc(C=O)c(Cl)[nH]1
• 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
• Storage Class: 11 - Combustible Solids
• Hazard Classifications: Aquatic Chronic 2 Skin Sens. 1A

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 Preparation Products And Raw materials

• Preparation Products: 4’-[(2-butyl-4-chloro-5-hydroxymethyl)-1H-imidazol-1-yl)methyl]-[1,1’-Biphenyl]-2-carbonitrile-->(2-BUTYL-5-CHLORO-1H-IMIDAZOL-4-YL)METHANOL-->EPROSARTAN-->N-(4-Bromobenzyl)-2-butyl-4-chloro-1H-imidazole-5-carboxyaldehyde-->2-Butyl-4-chloro-1-[[2'-[1-(triphenylmethyl)-1H-tetrazol-5-yl][1,1'-biphenyl]-4-yl]methyl]-1H-imidazole-5-carboxaldehyde