2-chloropyridine-3,4-dicarboxylic Acid

Base Information

• Chemical Name: 2-chloropyridine-3,4-dicarboxylic Acid
• CAS No.: 215306-02-8
• Molecular Formula: C₇H₄ClNO₄
• Molecular Weight: 201.566
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID50376262
• Nikkaji Number: J1.139.255E
• Wikidata: Q72458518
• Mol file: 215306-02-8.mol

Synonyms:2-chloropyridine-3,4-dicarboxylic Acid;215306-02-8;2-CHLOROPYRIDINE-3,4-DICARBOXYLICACID;SCHEMBL1245016;DTXSID50376262;MFCD01318441;AKOS015891676;PB33938;DS-12236;CS-0054838;FT-0611711;A815452

Chemical Property of 2-chloropyridine-3,4-dicarboxylic Acid

Chemical Property:

• Vapor Pressure: 8.07E-12mmHg at 25°C
• Refractive Index: 1.639
• Boiling Point: 524.3 °C at 760 mmHg
• Flash Point: 270.9 °C
• PSA: 87.49000
• Density: 1.684g/cm³
• LogP: 1.13140
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 200.9828853
• Heavy Atom Count: 13
• Complexity: 233

Purity/Quality:

99% ^*data from raw suppliers

2-Chloropyridine-3,4-dicarboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C(=C1C(=O)O)C(=O)O)Cl

Technology Process of 2-chloropyridine-3,4-dicarboxylic Acid

There total 1 articles about 2-chloropyridine-3,4-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: 78.0%

2-chloronicotinic acid (2942-59-8) + carbon dioxide (124-38-9,18923-20-1) → 2-chloropyridine-3,4-dicarboxylic acid (215306-02-8)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran; at -70 ℃; for 2.5h; Inert atmosphere;

Reference yield: 91.7%

rac-α-aminoglutarimide hydrochloride (24666-56-6,2686-86-4) + 2-chloropyridine-3,4-dicarboxylic acid (215306-02-8) → 4-chloro-2-(2,6-dioxopiperidin-3-yl)-1H-pyrrolo[3,4-c]pyridine-1,3(2H)-dione (2154357-70-5)

Guidance literature:

With 1,1'-carbonyldiimidazole; In acetonitrile; for 16h;

Reference yield:

2-chloropyridine-3,4-dicarboxylic acid (215306-02-8) → 4-((1-(6-(4-(6-(4-chlorophenyl)-1-methylspiro[benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepine-4,1'-cyclopropan]-8-yl)-1H-pyrazol-1-yl)hexyl)piperidin-4-yl)oxy)-2-(2,6-dioxopiperidin-3-yl)-1H-pyrrolo[3,4-c]pyridine-1,3(2H)-dione

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydride / N,N-dimethyl-formamide / 5 h / 0 - 50 °C

2: 1,1'-carbonyldiimidazole / acetonitrile / 2 h

3: dichloromethane / 4 h

4: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 50 °C

With sodium hydride; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

2-chloronicotinic acid

carbon dioxide

Downstream raw materials:

4-chloro-2-(2,6-dioxopiperidin-3-yl)-1H-pyrrolo[3,4-c]pyridine-1,3(2H)-dione

Refernces

• 1、 Mongin, Florence,Trecourt, Francois,Queguiner, Guy. "Directed lithiation of unprotected pyridinecarboxylic acids". . p. 5483 - 5486. Retrieved 2007/10/03.