1H-Imidazole-4,5-dicarboxylic acid

Base Information

• Chemical Name: 1H-Imidazole-4,5-dicarboxylic acid
• CAS No.: 570-22-9
• Molecular Formula: C5H4N2O4
• Molecular Weight: 156.098
• Hs Code.: 29332990
• European Community (EC) Number: 209-327-5
• NSC Number: 9236
• UNII: DP9E7PEL2M
• DSSTox Substance ID: DTXSID6060349
• Nikkaji Number: J6.533A
• Wikidata: Q65053199
• Mol file: 570-22-9.mol

Synonyms:1H-Imidazole-4,5-dicarboxylic acid;570-22-9;4,5-Imidazoledicarboxylic acid;Imidazole-4,5-dicarboxylic acid;Glyoxalinedicarboxylic acid;4,5-Dicarboxyimidazole;4,5-Imidazoledicarboxylate;Glycoxalinedicarboxylic acid;NSC 9236;alpha-beta-Imidazolecarboxylic acid;alpha,beta-Imidazoledicarboxylic acid;EINECS 209-327-5;DP9E7PEL2M;BRN 0147774;AI3-52411;NSC-9236;MFCD00005200;.alpha.,.beta.-Imidazoledicarboxylic acid;5-25-05-00344 (Beilstein Handbook Reference);1H-Imidazole-4,5-dicarboxylicacid;UNII-DP9E7PEL2M;SCHEMBL245;4,5-imidazole dicarboxylic;Oprea1_181026;1H-Imidazole-4,5-dicarboxylic;4,5-imidazole dicarboxylic acid;DTXSID6060349;NSC9236;BBL011756;STK726929;alpha,beta-imidazole dicarboxylic acid;1H-imidazol-4,5-dicarbonsäure;4,5-Imidazoledicarboxylic acid, 97%;AKOS000271189;IMIDAZOLE-4,5-DICARBOXYLICACID;AM81997;CS-W014337;DS-1950;AC-22500;LS-78358;SY003804;TS-00079;A8143;EU-0017809;FT-0617152;I0003;EN300-18180;A831284;AE-848/32195058;SR-01000390392;J-640097;J-800100;Q-200419;SR-01000390392-1;Q65053199;Z57290953;F0266-0718;F1918-0019

Chemical Property of 1H-Imidazole-4,5-dicarboxylic acid

Chemical Property:

• Appearance/Colour: light yellow to yellow-brown fine cryst. powder
• Vapor Pressure: 8.51E-17mmHg at 25°C
• Melting Point: 280-285 °C (dec.)(lit.)
• Refractive Index: 1.4800 (estimate)
• Boiling Point: 631.1 °C at 760 mmHg
• PKA: 3.59±0.10(Predicted)
• Flash Point: 335.5 °C
• PSA: 103.28000
• Density: 1.814 g/cm³
• LogP: -0.19390
• Storage Temp.: Store below +30°C.
• Solubility.: 0.5g/l
• Water Solubility.: 0.5g/L(20 oC)
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 156.01710661
• Heavy Atom Count: 11
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

4,5-Imidazoledicarboxylic 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:

• Chemical Classes: Nitrogen Compounds -> Imidazoles
• Canonical SMILES: C1=NC(=C(N1)C(=O)O)C(=O)O
• Uses: 4,5-Imidazoledicarboxylic acid is an imidazole used for research purposes. 4,5-Imidazoledicarboxylic Acid is an intermediate used in the synthesis of N-substituted cyclic imides with anticancer and anti-inflammatory activities. it is also used to prepare imidazolecarboxamide derivatives with cannabinoid CB2 receptor antagonistic activities.

Technology Process of 1H-Imidazole-4,5-dicarboxylic acid

There total 16 articles about 1H-Imidazole-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: 91.0%

benzoimidazole (51-17-2,79351-71-6) → 4,5-imidazoledicarboxylic acid (570-22-9)

Guidance literature:

With sulfuric acid; manganese(II); ozone; at 59.9 ℃;

Reference yield: 80.0%

4,5-dicyano-1H-imidazole (1122-28-7) → 4,5-imidazoledicarboxylic acid (570-22-9)

Guidance literature:

With sulfuric acid; In water; for 12h; Heating;

Reference yield: 78.0%

2-Methyl-1H-benzimidazole (615-15-6) → 4,5-imidazoledicarboxylic acid (570-22-9) + 2-Methylimidazole-4,5-dicarboxylic acid (5313-35-9)

Guidance literature:

With sulfuric acid; dihydrogen peroxide; In water; at 100 - 130 ℃;

DOI:10.1134/S1070428016100286

upstream raw materials:

benzoimidazole

1H-cyclohePtimidazol-6-one-imine

formaldehyd

L_g-tartaric acid-dinitrate

Downstream raw materials:

[silver(I)(imidazole-4,5-dicarboxylic acid-1H)(triphenylphosphine)2]

1H-imidazole

hydrogen cyanide

imidazole-4-carboxamide

Refernces

• 1、 -. "Preparation method of nitrogen-containing aromatic dicarboxylic acid". Paragraph 0133-0140; 0149-0160. . Retrieved 2020/03/02.
• 2、 -. "Olmesartan high purity intermediate 2-propyl imidazole -4,5-dicarboxylic acid preparation method and application". Paragraph 0093-0095. . Retrieved 2017/02/28.