Dimethyl 6-chloropyridine-2,3-dicarboxylate

Base Information

• Chemical Name: Dimethyl 6-chloropyridine-2,3-dicarboxylate
• CAS No.: 32383-03-2
• Molecular Formula: C9H8ClNO4
• Molecular Weight: 229.62
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID60363845
• Wikidata: Q82147604
• Mol file: 32383-03-2.mol

Synonyms:32383-03-2;Dimethyl 6-chloropyridine-2,3-dicarboxylate;6-Chloro-pyridine-2,3-dicarboxylic acid dimethyl ester;6-Chloropyridine-2,3-dicarboxylic acid dimethyl ester;2,3-dimethyl 6-chloropyridine-2,3-dicarboxylate;MFCD04038569;dimethyl 6-chloro-2,3-pyridinedicarboxylate;SCHEMBL2527363;2,3-Pyridinedicarboxylic acid, 6-chloro-, dimethyl ester;DTXSID60363845;AMY17324;AKOS015850239;AS-47234;SY037466;A5808;CS-0052177;FT-0682278;F12765

Chemical Property of Dimethyl 6-chloropyridine-2,3-dicarboxylate

Chemical Property:

• Boiling Point: 298.8 °C at 760 mmHg
• Flash Point: 134.5 °C
• PSA: 65.49000
• Density: 1.347 g/cm³
• LogP: 1.30820
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 229.0141854
• Heavy Atom Count: 15
• Complexity: 259

Purity/Quality:

97% ^*data from raw suppliers

6-Chloro-pyridine-2,3-dicarboxylicAcidDimethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(N=C(C=C1)Cl)C(=O)OC

Technology Process of Dimethyl 6-chloropyridine-2,3-dicarboxylate

There total 5 articles about Dimethyl 6-chloropyridine-2,3-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%

6-chloropyridine-2,3-dicarboxylic acid (127437-44-9) + diazomethyl-trimethyl-silane (18107-18-1) → 6-chloropyridine-2,3-dicarboxylic acid dimethyl ester (32383-03-2)

Guidance literature:

In methanol; toluene; at 20 ℃;

Reference yield: 62.0%

pyridine-2,3-dicarboxylic acid dimethyl ester N-oxide (32383-02-1) → 6-chloropyridine-2,3-dicarboxylic acid dimethyl ester (32383-03-2)

Guidance literature:

With trichlorophosphate; at 105 ℃; for 3h;

Reference yield:

dimethyl 2,3-pyridinedicarboxylate (605-38-9) → 6-chloropyridine-2,3-dicarboxylic acid dimethyl ester (32383-03-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / H₂O₂; Na₂WO₄; AcOH / 80 °C

2: 55 percent / POCl₃ / 130 °C

With sodium tungstate; dihydrogen peroxide; acetic acid; trichlorophosphate;

DOI:10.1016/S0960-894X(02)00663-7

upstream raw materials:

pyridine-2,3-dicarboxylic acid dimethyl ester N-oxide

dimethyl 2,3-pyridinedicarboxylate

6-chloropyridine-2,3-dicarboxylic acid

diazomethyl-trimethyl-silane

Downstream raw materials:

6-phenylthiopyridine-2,3-dicarboxylic acid dimethyl ester

2-phenylthiopyridine-5,6-dicarboxylic anhydride

2-(4-methoxy-benzoyl)-6-phenylsulfanyl-nicotinic acid

7-(4-methoxy-phenyl)-5-oxo-2-phenylsulfanyl-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester