Ethyl 1H-imidazole-4-carboxylate

Base Information

• Chemical Name: Ethyl 1H-imidazole-4-carboxylate
• CAS No.: 23785-21-9
• Molecular Formula: C6H8N2O2
• Molecular Weight: 140.142
• Hs Code.: 29349990
• European Community (EC) Number: 800-612-5
• NSC Number: 191283
• UNII: NIC7LR0ZON
• DSSTox Substance ID: DTXSID60178471
• Nikkaji Number: J2.797.940H
• Wikidata: Q72475434
• ChEMBL ID: CHEMBL4303392
• Mol file: 23785-21-9.mol

Synonyms:C 751;C-751;ethyl 4(5)-imidazolecarboxylate

Chemical Property of Ethyl 1H-imidazole-4-carboxylate

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 0.00723mmHg at 25°C
• Melting Point: 160-162 °C
• Refractive Index: 1.521
• Boiling Point: 319.5 °C at 760 mmHg
• PKA: 11.04±0.10(Predicted)
• Flash Point: 147 °C
• PSA: 54.98000
• Density: 1.214 g/cm³
• LogP: 0.58640
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in dimethyl sulfoxide and methanol. Slightly soluble in water.
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 140.058577502
• Heavy Atom Count: 10
• Complexity: 127

Purity/Quality:

99% ^*data from raw suppliers

4-Carbethoxyimidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CN=CN1
• Uses: A ring-substituted-1H-imidazole-4-carboxylic acid derivative, that is shown to act as a new class of anti-tuberculosis agents.

Technology Process of Ethyl 1H-imidazole-4-carboxylate

There total 12 articles about Ethyl 1H-imidazole-4-carboxylate 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%

2,5-dihydroxyimidazole-4-carboxylic acid ethyl ester → ethyl 1H-imidazole-4-carboxylate (23785-21-9)

Guidance literature:

2,5-dihydroxyimidazole-4-carboxylic acid ethyl ester; With potassium sulfate; at 36 ℃; for 2.16667h;

With dicobalt octacarbonyl; N-cyclohexyl-cyclohexanamine; at 45 ℃; for 3h; Temperature;

Reference yield: 90.0%

ethanol (64-17-5) + imidazole-4-carboxylic acid (1072-84-0) → ethyl 1H-imidazole-4-carboxylate (23785-21-9)

Guidance literature:

With sulfuric acid; for 36h; Heating;

Reference yield: 70.0%

ethanol (64-17-5) + 3H-imidazole-4-carboxylic acid (1072-84-0) → 1H-imidazole-5-carboxylic acid ethyl ester (23785-21-9)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; at 80 ℃; for 48h;

DOI:10.1039/c3gc40975a

upstream raw materials:

2-thioxo-2,3-dihydro-1H-imidazole-4-carboxylic acid ethyl ester

ethanol

3H-imidazole-4-carboxylic acid

carbon dioxide

Downstream raw materials:

imidazole-4-carboxamide

3H-imidazole-4-carboxylic acid

1H-imidazole-4-carboxylic acid hydrazide

4⁽⁵⁾-imidazolecarboxamide