Diethyl 2-propyl-1H-imidazole-4,5-dicarboxylate

Base Information

• Chemical Name: Diethyl 2-propyl-1H-imidazole-4,5-dicarboxylate
• CAS No.: 144689-94-1
• Molecular Formula: C12H18N2O4
• Molecular Weight: 254.286
• Hs Code.: 2933290090
• European Community (EC) Number: 604-435-2
• DSSTox Substance ID: DTXSID30437764
• Nikkaji Number: J1.644.244E
• Wikidata: Q72462148
• Mol file: 144689-94-1.mol

Synonyms:144689-94-1;Diethyl 2-propyl-1H-imidazole-4,5-dicarboxylate;Diethyl 2-Propylimidazole-4,5-dicarboxylate;2-Propyl-1H-imidazole-4,5-dicarboxylic Acid Diethyl Ester;1H-Imidazole-4,5-dicarboxylic acid, 2-propyl-, diethyl ester;2-propyl-1H- imidazole-4,5-dicarboxy acid diethyl ester;2-Propylimidazoledicarboxylic acid diethyl ester;DIETHYL-2-PROPYLIMIDAZOLE-4,5-DICARBOXYLATE;SCHEMBL1275935;DTXSID30437764;ZQPMIDPIXSMOAD-UHFFFAOYSA-N;1H-Imidazole-4,5-dicarboxylic acid, 2-propyl-, 4,5-diethyl ester;STK665514;AKOS003406873;AC-3502;CS-T-18254;CS-W003461;KS-5265;SY012593;D3765;FT-0602355;Diethyl 2-Propyl 1H-Imidazole-4,5-Dicarboxylate;J-007998;J-520004;4,5-diethyl 2-propyl-1H-imidazole-4,5-dicarboxylate;1H-Imidazole-4,5-dicarboxylicacid,2-proply,diethylester;1H-Imidazole-4,5-dicarboxylic acid,2-propyl,diethyl ester;2-Propyl-1H-imidazol -4,5-dicarboxylic acid 4,5-diethyl ester;2-PROPYL-1H-IMIDAZOLE-4, 5-DICARBOXYLIC ACID DIETHYL ESTER;Carbonic acid compound with diethyl carbonate and 2-propyl-1h-imidazole (1:1:1);1H-Imidazole-4,5-dicarboxylic acid, 2-propyl-, diethyl ester (9CI);Diethyl 2-propylimidazole-4,5-dicarboxylate

Chemical Property of Diethyl 2-propyl-1H-imidazole-4,5-dicarboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 86 °C
• Refractive Index: 1.512
• Boiling Point: 400.9 °C at 760 mmHg
• PKA: 9.25±0.10(Predicted)
• Flash Point: 196.2 °C
• PSA: 81.28000
• Density: 1.16 g/cm³
• LogP: 1.71560
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 254.12665706
• Heavy Atom Count: 18
• Complexity: 296

Purity/Quality:

99% ^*data from raw suppliers

Diethyl-2-propylimidazole-4,5-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1=NC(=C(N1)C(=O)OCC)C(=O)OCC
• Uses: Diethyl 2-propylImidazoledicarbonate is an intermediate in the synthesis of Olmesartan Medoxomil. An intermediate in the synthesis of Olmesartan Medoxomil. (O550000)

Technology Process of Diethyl 2-propyl-1H-imidazole-4,5-dicarboxylate

There total 6 articles about Diethyl 2-propyl-1H-imidazole-4,5-dicarboxylate 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: 94.0%

2-propyl-1H-imidazole-4,5-dicarboxylic acid (58954-23-7) + ethanol (64-17-5) → diethyl 2-(n-propyl)-1H-imidazole-4,5-dicarboxylate (144689-94-1)

Guidance literature:

2-propyl-1H-imidazole-4,5-dicarboxylic acid; ethanol; With hydrogenchloride; thionyl chloride; at 5 ℃; for 0.166667h;

for 1.5h; Heating;

DOI:10.1080/00304940609356002

Reference yield: 85.5%

diethyl 2,3-dioxosuccinate (59743-08-7) + butyraldehyde (123-72-8) → diethyl 2-(n-propyl)-1H-imidazole-4,5-dicarboxylate (144689-94-1)

Guidance literature:

With ammonia; In tetrahydrofuran; at 30 - 70 ℃; for 6h;

Reference yield: 80.0%

butylamidine hydrochloride (3020-81-3) + diethyl 3-chloro-2-oxosuccinate (34034-87-2) → diethyl 2-(n-propyl)-1H-imidazole-4,5-dicarboxylate (144689-94-1)

Guidance literature:

With pyridine; In propan-1-ol; for 6h; Reagent/catalyst; Solvent; Reflux;

upstream raw materials:

2-propyl-1H-imidazole-4,5-dicarboxylic acid

ethanol

2-propylimidazole-4,5-dicarbonitrile

diethyl 2,3-dioxosuccinate

Downstream raw materials:

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

ethyl 2-butyl-4-(1-hydroxy-1-methylethyl)imidazole-5-carboxylate

2-propyl-1-[2'-(1-triphenylmethyl-1H-tetrazol-5-yl)biphenyl-4-ylmethyl]-1H-imidazole-4,5-dicarboxylic acid diethyl ester

1-[{2'-cyanobiphenyl-4-yl}methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazol-5-carboxylic acid ethyl ester

Refernces

• 1、 -. "Synthesis method of olmesartan intermediate". Paragraph 0033; 0036-0039. . Retrieved 2020/06/17.
• 2、 -. "A 4 - (1 - hydroxy -1 - methyl ethyl) -2 - propyl - 1H - imidazole -5 - carboxylic acid ethyl ester preparation method". Paragraph 0035; 0047; 0051; 0055; 0058; 0060; 0061; 0064. . Retrieved 2017/08/25.