2-Butyl-4-chloro-5-formylimidazole

Base Information

• Chemical Name: 2-Butyl-4-chloro-5-formylimidazole
• CAS No.: 83857-96-9
• Molecular Formula: C8H11ClN2O
• Molecular Weight: 186.641
• Hs Code.: 29339900
• European Community (EC) Number: 410-260-0,617-494-4
• UNII: 7H170U0SWE
• DSSTox Substance ID: DTXSID4075039
• Nikkaji Number: J513.788H
• Wikidata: Q27268274
• ChEMBL ID: CHEMBL3933368
• Mol file: 83857-96-9.mol

Synonyms:83857-96-9;2-Butyl-4-chloro-5-formylimidazole;2-BUTYL-5-CHLORO-1H-IMIDAZOLE-4-CARBALDEHYDE;2-butyl-4-chloro-1H-imidazole-5-carbaldehyde;2-Butyl-4-Chloro-1H-Imidazole-5-Carboxaldehyde;2-Butyl-5-chloroimidazole-4-carbaldehyde;1H-Imidazole-4-carboxaldehyde, 2-butyl-5-chloro-;2-BUTYL-5-CHLORO-4-FORMYLIMIDAZOLE;2-Butyl-4-chloro-5-formylimidazloe;UNII-7H170U0SWE;7H170U0SWE;2-butyl-5-chloro-3H-imidazole-4-carbaldehyde;2-Butyl-5-chloro-1H-imidazole-4-carboxaldehyde;MFCD01934396;2-n-butyl-5-chlorimidazole-4-carbaldehyde;2-n-Butyl-4-chloro-5-imidazolecarboxaldehyde;EC 410-260-0;2-n-butyl-4-chloro-1H-imidazole-5-carboxaldehyde;2-Butyl-5-chloroimidazole-4-carboxaldehyde;Losartan Intermediates;2-Butyl-4-chloroimidazole-5-carbaldehyde;SCHEMBL710;MLS006011660;CHEMBL3933368;DTXSID4075039;BDBM181138;BCP22930;2-butyl-5-formyl-4-chloroimidazole;BBL001477;STK352930;2-butyl-4-chloro-5-formyl imidazole;2-n-butyl-4-chloro-5-formylimidazole;AKOS000264715;AKOS000321405;AC-1226;CS-O-31530;CS-W016871;PS-3814;BP-10310;SMR004703411;SY018323;2-butyl -5-chloroimidazole-4-carbaldehyde;AM20110204;B2914;BB 0242433;FT-0611634;2-n-Butyl-4-chloroimidazole-5-carboxaldehyde;4-chloro-2-butyl-1H-imidazole-5-carbaldehyde;EN300-93024;2-n-butyl 4-chloro 1H-imidazol 5-carboxaldehyde;2-n-butyl-4-chloro-1H-imidazole 5-carboxaldehyde;A840670;SR-01000944870;J-508572;LOSARTAN POTASSIUM IMPURITY D [EP IMPURITY];SR-01000944870-1;US9138393, 2-Butyl-4-chloro- 5-formylimidazole;US9144538, 2-Butyl-4-chloro-5- formylimidazole;2-(But-1-yl)-5-chloro-1H-imidazole-4-carboxaldehyd;2-Butyl-5-chloro-1H-imidazole-4-carboxaldehyde, 97%;4-CHLORO-2-N-BUTYLIMIDAZOLE-5-CARBOXALDEHYDE;Q27268274;2-BUTYL-5-CHLORO-3H-IMIDAZOLE-4-CARBOXALDEHYDE;2-n-Butyl-4(5)-Chloro-1H-Imidazole-5(4)-Carboxalde;Z1741971718;Losartan impurity D, European Pharmacopoeia (EP) Reference Standard;2-butyl-4-chloro-5-formylimidazole;2-butyl-5-chloro-1h-imidazole-4-carbaldehyde;2-butyl-4-chloro-1h-imidazole-5-carboxaldehyde

Chemical Property of 2-Butyl-4-chloro-5-formylimidazole

Chemical Property:

• Appearance/Colour: Yellow solid
• Vapor Pressure: 0.001Pa at 25℃
• Melting Point: 97-100 °C(lit.)
• Boiling Point: 384.1 °C at 760 mmHg
• PKA: 8.87±0.10(Predicted)
• Flash Point: 186.1 °C
• PSA: 45.75000
• Density: 1.24 g/cm³
• LogP: 2.21820
• Storage Temp.: Refrigerator
• Solubility.: slightly soluble
• Water Solubility.: slightly soluble
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 186.0559907
• Heavy Atom Count: 12
• Complexity: 154

Purity/Quality:

99%, ^*data from raw suppliers

2-Butyl-4-chloro-1H-imidazole-5-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, N
• Hazard Codes: Xi,N
• Statements: 43-51/53
• Safety Statements: 24-37-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1=NC(=C(N1)Cl)C=O
• Uses: 2-Butyl-4-chloro-5-formylimidazole is used for preparation of N-(biphenylylmethyl)imidazoles as angiotensin II antagonists 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-dicarboxylatediethyl 4-(2-butyl-5-chloro-1H-imidazol-4-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylatediisopropyl 4-(2-butyl-5-chloro-1Himidazol-4-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylatediisobutyl 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-dicarboxylatebis(2-methoxyethyl) 4-(2-butyl-5-chloro-1Himidazol-4-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

Technology Process of 2-Butyl-4-chloro-5-formylimidazole

There total 42 articles about 2-Butyl-4-chloro-5-formylimidazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

(NH4)2 Ce(NO3)6 + dichloromethane (75-09-2) + 2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) → 2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde (83857-96-9)

Guidance literature:

With potassium hydroxide; In water; acetic acid;

Reference yield: 89.2%

(1-iminopentyl)glycine tert-butyl ester + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde (83857-96-9)

Guidance literature:

(1-iminopentyl)glycine tert-butyl ester; With trifluoroacetic acid; In 1,2-dichloro-ethane; at 20 ℃; for 24h; Large scale;

With trichlorophosphate; In toluene; at 80 ℃; for 2h; Large scale;

N,N-dimethyl-formamide; In toluene; at 105 ℃; for 7h; Temperature; Large scale;

Reference yield: 88.0%

(Z)-2-butyl-4-(dimethylaminomethylene)-2-imidazolin-5-one (168900-00-3) → 2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde (83857-96-9)

Guidance literature:

With trichlorophosphate; at 100 ℃; for 1.5h;

DOI:10.1021/jo9824910

upstream raw materials:

2-n-butyl-4-chloro-5-hydroxymethylimidazole

4⁽⁵⁾-bromo-2-butyl-1H-imidazole-5⁽⁴⁾-carboxaldehyde

2-butyl-1H-imidazole-5-carboxaldehyde

N,N-dimethyl-formamide

Downstream raw materials:

2-butyl-4-chloro-5-formyl-1-<<1-<2-(methoxycarbonyl)thien-3-yl>-4-phenyl>methyl>-1H-imidazole

2-butyl-4-chloro-5-formyl-1-<<1-<4-(ethoxycarbonyl)pyridin-3-yl>-4-phenyl>methyl>-1H-imidazole

2-butyl-1-<<4-<1-(triphenylmethyl)tetrazol-5-yl>phenyl>methyl>-5-formylimidazole

2-Butyl-5-chloro-3-{5-[2-(1-trityl-1H-tetrazol-5-yl)-phenyl]-benzofuran-2-ylmethyl}-3H-imidazole-4-carbaldehyde

Refernces

• 1、 -. "Preparation method of 2-n-butyl-4-chloro-5-formyl imidazole". . . Retrieved 2020/09/09.
• 2、 -. "Preparation method of 2-n-butyl-4-chloro-5-formylimidazole". Paragraph 0042-0050. . Retrieved 2017/08/31.