1H-Imidazole-4,5-dicarboxamide

Base Information

• Chemical Name: 1H-Imidazole-4,5-dicarboxamide
• CAS No.: 83-39-6
• Molecular Formula: C5H6N4O2
• Molecular Weight: 154.128
• Hs Code.: 2934999090
• European Community (EC) Number: 685-884-1
• DSSTox Substance ID: DTXSID20232109
• Nikkaji Number: J4.630B
• Wikidata: Q83113145
• ChEMBL ID: CHEMBL498980
• Mol file: 83-39-6.mol

Synonyms:glycamide;glycarbylamide

Chemical Property of 1H-Imidazole-4,5-dicarboxamide

Chemical Property:

• Vapor Pressure: 7.23E-19mmHg at 25°C
• Refractive Index: 1.667
• Boiling Point: 689.6 °C at 760 mmHg
• Flash Point: 370.9 °C
• PSA: 114.86000
• Density: 1.566 g/cm³
• LogP: 0.00810
• Storage Temp.: 0-6°C
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 154.04907545
• Heavy Atom Count: 11
• Complexity: 193

Purity/Quality:

98%,99%, ^*data from raw suppliers

Imidazole-4,5-dicarboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-36
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=NC(=C(N1)C(=O)N)C(=O)N

Technology Process of 1H-Imidazole-4,5-dicarboxamide

There total 5 articles about 1H-Imidazole-4,5-dicarboxamide 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: 87.0%

4,5-dicyano-1H-imidazole (1122-28-7) + sodium methylate (124-41-4) → 1H-imidazole-4,5-dicarboxamide (83-39-6) + methyl 4-cyano-1H-imidazol-5-carboxylate

Guidance literature:

4,5-dicyano-1H-imidazole; sodium methylate; In methanol; at 20 ℃;

With water; for 0.25h; Reflux;

DOI:10.1055/s-0036-1588933

Reference yield:

dimethyl imidazole-4,5-dicarboxylate (3304-70-9) → 1H-imidazole-4,5-dicarboxamide (83-39-6)

Guidance literature:

With ammonia; water;

Reference yield:

4,5-dicyano-1H-imidazole (1122-28-7) → 1H-imidazole-4,5-dicarboxamide (83-39-6)

Guidance literature:

With sulfuric acid;

upstream raw materials:

4,5-dicyano-1H-imidazole

dimethyl imidazole-4,5-dicarboxylate

sodium methylate

4,5-imidazoledicarboxylic acid

Downstream raw materials:

xanthin

1-(β-D-Ribofuranosyl)imidazol-4,5-dicarboxamid

Refernces

• 1、 Tkachuk, Volodymyr A.,Omelchenko, Iryna V.,Hordiyenko, Olga V.. "A Green One-Pot Synthesis of vic -Amidino (Hetero)aromatic Acids from 1,2-Dinitriles". supporting information. p. 851 - 857. Retrieved 2017/04/06.