Diethyl 4-iodopyridine-2,6-dicarboxylate

Base Information

• Chemical Name: Diethyl 4-iodopyridine-2,6-dicarboxylate
• CAS No.: 120491-90-9
• Molecular Formula: C11H12 I N O4
• Molecular Weight: 349.125
• Hs Code.: 2933399990
• DSSTox Substance ID: DTXSID10556543
• Wikidata: Q82438121
• Mol file: 120491-90-9.mol

Synonyms:diethyl 4-iodopyridine-2,6-dicarboxylate;120491-90-9;DIETHYL 4-IODO-2,6-PYRIDINEDICARBOXYLATE;4-Iodopyridine-2,6-dicarboxylic acid diethyl ester;MFCD11042539;SCHEMBL3021392;DTXSID10556543;OPCIHVVDMSLUOK-UHFFFAOYSA-N;AC3192;AKOS037655406;diethyl4-iodopyridine-2,6-dicarboxylate;PS-11098;SY249906;A935076;J-400877

Chemical Property of Diethyl 4-iodopyridine-2,6-dicarboxylate

Chemical Property:

• Vapor Pressure: 3.59E-07mmHg at 25°C
• Refractive Index: 1.57
• Boiling Point: 417.2°C at 760 mmHg
• PKA: -2.10±0.10(Predicted)
• Flash Point: 206.1°C
• PSA: 65.49000
• Density: 1.635g/cm³
• LogP: 2.03960
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 348.98111
• Heavy Atom Count: 17
• Complexity: 259

Purity/Quality:

98%min ^*data from raw suppliers

Diethyl 4-iodopyridine-2,6-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=CC(=N1)C(=O)OCC)I

Technology Process of Diethyl 4-iodopyridine-2,6-dicarboxylate

There total 4 articles about Diethyl 4-iodopyridine-2,6-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: 100.0%

diethyl 4-chloropyridine-2,6-dicarboxylate (53389-01-8) → diethyl 4-iodo-2,6-pyridinedicarboxylate (120491-90-9)

Guidance literature:

diethyl 4-chloropyridine-2,6-dicarboxylate; With sodium iodide; In acetonitrile; at 20 ℃; for 2h;

With acetyl chloride; In acetonitrile; at 20 ℃; for 2h; Sonication;

DOI:10.1039/c4cc04060k

Reference yield: 54.0%

diethyl 4-bromo-2,6-pyridinedicarboxylate (112776-83-7) → diethyl 4-iodo-2,6-pyridinedicarboxylate (120491-90-9)

Guidance literature:

With hydrogen iodide; In ethanol; water; at 50 ℃; for 1h;

Reference yield:

Chelidamic acid (499-51-4) → diethyl 4-iodo-2,6-pyridinedicarboxylate (120491-90-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: thionyl chloride / N,N-dimethyl-formamide / 0 - 80 °C / Inert atmosphere

2.1: 20 - 55 °C

3.1: sodium iodide / acetonitrile / 2 h / 20 °C

3.2: 2 h / 20 °C / Sonication

With thionyl chloride; sodium iodide; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1039/c4cc04060k

upstream raw materials:

diethyl 4-bromo-2,6-pyridinedicarboxylate

diethyl 4-chloropyridine-2,6-dicarboxylate

Chelidamic acid

4-chloropyridine-2,6-dicarbonyl dichloride

Downstream raw materials:

diethyl 6,6'-((((4-((4-aminophenyl)ethynyl)pyridine-2,6-diyl)bis(methylene))bis((2-ethoxy-2-oxoethyl)azanediyl))bis(methylene))bis(4-bromopicolinate)

4-iodo-2,6-bis(bromomethyl)pyridine

2,6-bis(hydroxymethyl)-4-iodopyridine