1-Methylimidazole-4,5-dicarboxylic acid

Base Information

• Chemical Name: 1-Methylimidazole-4,5-dicarboxylic acid
• CAS No.: 19485-38-2
• Molecular Formula: C6H6N2O4
• Molecular Weight: 170.125
• Hs Code.: 29349990
• European Community (EC) Number: 691-353-5
• DSSTox Substance ID: DTXSID50173137
• Nikkaji Number: J667.466F
• Wikidata: Q63396089
• Mol file: 19485-38-2.mol

Synonyms:1-methylimidazole-4,5-dicarboxylic acid;MI-dicarboxylic acid

Chemical Property of 1-Methylimidazole-4,5-dicarboxylic acid

Chemical Property:

• Vapor Pressure: 3.92E-12mmHg at 25°C
• Melting Point: 253-254 °C
• Boiling Point: 531.6 °C at 760 mmHg
• PKA: 0.66±0.10(Predicted)
• Flash Point: 275.3 °C
• PSA: 92.42000
• Density: 1.63 g/cm³
• LogP: -0.18350
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 170.03275668
• Heavy Atom Count: 12
• Complexity: 218

Purity/Quality:

98% ^*data from raw suppliers

1-Methyl-1H-imidazole-4,5-dicarboxylic Acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=NC(=C1C(=O)O)C(=O)O

Technology Process of 1-Methylimidazole-4,5-dicarboxylic acid

There total 7 articles about 1-Methylimidazole-4,5-dicarboxylic acid 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: 85.0%

1-methyl-4,5-dicyanoimidazole (19485-35-9) → 1-methyl-1H-imidazole-4,5-dicarboxylic acid (19485-38-2)

Guidance literature:

With potassium hydroxide; for 9h; Heating;

DOI:10.1021/jo00031a017

Reference yield:

4,5-dicyano-1H-imidazole (1122-28-7) → 1-methyl-1H-imidazole-4,5-dicarboxylic acid (19485-38-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / sodium hydrogen carbonate / H₂O

2: 75 percent / sodium hydroxide / Heating

With sodium hydroxide; sodium hydrogencarbonate; In water;

DOI:10.1021/ol053118z

Reference yield:

1-methyl-2-thioxo-2,3-dihydro-1H-imidazole-4,5-dicarboxylic acid dimethyl ester (408351-07-5) → 1-methyl-1H-imidazole-4,5-dicarboxylic acid (19485-38-2)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous HNO₃

With nitric acid;

DOI:10.1021/ja01124a510

upstream raw materials:

4,5-imidazoledicarboxylic acid

dimethyl sulfate

dimethyl 1-methyl-1H-imidazole-4,5-dicarboxylate

1-methyl-4,5-dicyanoimidazole

Downstream raw materials:

N-phenyl methyl-1 imidazole carboxamide-5

1-methyl-1H-imidazole-5-carboxylic acid

1-methylimidazole-4-carboxylic acid

1-methyl-4,5-imidazoledicarbonyl chloride

Refernces

• 1、 Appel, Sebastian,Brüggemann, Peter,Ganter, Christian. "A tropylium annulated N-heterocyclic carbene". supporting information. p. 9020 - 9023. Retrieved 2020/08/17.
• 2、 Bierer, Donald E.,O'Connell, John F.,Parquette, Jon R.,Thompson, Charles M.,Rapoport, Henry. "Regiospecific Synthesis of the Aminoimidazoquinoxaline (IQx) Mutagens from Cooked Foods". . p. 1390 - 1405. Retrieved 2007/10/02.