Diethyl 1H-imidazole-4,5-dicarboxylate

Base Information

• Chemical Name: Diethyl 1H-imidazole-4,5-dicarboxylate
• CAS No.: 1080-79-1
• Molecular Formula: C9H12N2O4
• Molecular Weight: 212.205
• Hs Code.: 2933290090
• Mol file: 1080-79-1.mol

Synonyms:1H-Imidazole-4,5-dicarboxylicacid, diethyl ester (9CI);Imidazole-4,5-dicarboxylic acid, diethyl ester (6CI,7CI,8CI);4,5-Bis(carboethoxy)imidazole;4,5-Bis(ethoxycarbonyl)imidazole;4,5-Di(ethoxycarbonyl)-1H-imidazole;Diethyl 4,5-imidazoledicarboxylate;Imidazol-4,5-dicarboxylic acid diethyl ester;NSC 514471;

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

Chemical Property:

• Appearance/Colour: crystal
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 210-216 °C
• Refractive Index: 1.605
• Boiling Point: 357.86 °C at 760 mmHg
• PKA: 8.70±0.10(Predicted)
• Flash Point: 170.228 °C
• PSA: 81.28000
• Density: 1.25 g/cm³
• LogP: 0.76310
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

Diethyl4,5-imidazole-1H-4,5-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

There total 9 articles about Diethyl 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%

ethanol (64-17-5) + 1,6-diethoxycarbonyldiimidazo<1,5-a; 1',5'-d>pyrazine-5,10-dione (78595-41-2) → imidazole 4,5-dicarboxylic acid diethyl ester (1080-79-1)

Guidance literature:

With triethylamine; In dichloromethane; for 0.5h; Heating;

Reference yield: 85.0%

4,5-imidazoledicarboxylic acid (570-22-9) + ethanol (64-17-5) → imidazole 4,5-dicarboxylic acid diethyl ester (1080-79-1)

Guidance literature:

With sulfuric acid; for 48h; Inert atmosphere; Reflux;

DOI:10.1002/jlcr.3051

Reference yield: 60.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + diethyl (2R,3R)-tartrate (87-91-2) → imidazole 4,5-dicarboxylic acid diethyl ester (1080-79-1)

Guidance literature:

diethyl (2R,3R)-tartrate; With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; In ethyl acetate; at 20 ℃; for 3h;

formaldehyd; With ammonium acetate; In water; acetic acid; ethyl acetate; at 10 - 50 ℃; for 3.5h; Product distribution / selectivity; Cooling with ice;

upstream raw materials:

4,5-imidazoledicarboxylic acid

ethanol

diethyl 2,3-dioxosuccinate

hexamethylenetetramine

Downstream raw materials:

4,5-dihydroxymethylimidazole

1H-imidazole-4,5-dicarboxylic acid dihydrazide

diethyl ester of 1-benzylimidazole-4,5-dicarboxylic acid

diethyl 1-methylimidazol-1H-yl-4,5-dicarboxylate