2-Pyridinecarboxylic acid, ethyl ester, 1-oxide

Base Information

• Chemical Name: 2-Pyridinecarboxylic acid, ethyl ester, 1-oxide
• CAS No.: 30062-31-8
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.16200
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID50483501
• Nikkaji Number: J271.241E
• Wikidata: Q82320868
• Mol file: 30062-31-8.mol

Synonyms:2-Pyridinecarboxylic acid, ethyl ester, 1-oxide;30062-31-8;ethyl 1-oxidopyridin-1-ium-2-carboxylate;2-(Ethoxycarbonyl)pyridine 1-oxide;2-Ethoxycarbonylpyridine N-oxide;DTXSID50483501;ETHYL PYRIDINE-2-CARBOXYLATE 1-OXIDE;J-400300

Chemical Property of 2-Pyridinecarboxylic acid, ethyl ester, 1-oxide

Chemical Property:

• PSA: 51.76000
• LogP: 1.29180
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

98% ^*data from raw suppliers

Ethyl pyridine-2-carboxylate 1-oxide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=CC=[N+]1[O-]

Technology Process of 2-Pyridinecarboxylic acid, ethyl ester, 1-oxide

There total 4 articles about 2-Pyridinecarboxylic acid, ethyl ester, 1-oxide 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: 90.0%

2-pyridinecarboxylic acid N-oxide (824-40-8) + ethanol (64-17-5) → 2-(ethoxycarbonyl)pyridine-1-oxide (30062-31-8)

Guidance literature:

With thionyl chloride; at 20 ℃; for 7h;

DOI:10.1016/j.tetlet.2014.04.039

Reference yield: 68.0%

ethyl-2-picolinate (2524-52-9,1228273-66-2) → 2-(ethoxycarbonyl)pyridine-1-oxide (30062-31-8)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 24h; Inert atmosphere;

DOI:10.1021/ol200565u

Reference yield:

2-Picolinic acid (98-98-6) → 2-(ethoxycarbonyl)pyridine-1-oxide (30062-31-8)

Guidance literature:

Multi-step reaction with 2 steps

1: gl. AcOH, 30percent aq. H₂O₂ / 21 h / 70 - 80 °C

2: HCl gas / 0.5 h / Heating

With hydrogenchloride; dihydrogen peroxide; acetic acid;

DOI:10.1139/cjc-76-4-445

upstream raw materials:

2-pyridinecarboxylic acid N-oxide

ethanol

2-Picolinic acid

ethyl-2-picolinate

Downstream raw materials:

ethyl-6-amino-nicotinate

2-(hydrazinecarbonyl)pyridine-1-oxide

ethyl-6-cyano-2-pyridinecarboxylate

Refernces

• 1、 Duric, Sasa,Tzschucke, C. Christoph. "Synthesis of unsymmetrically substituted bipyridines by palladium-catalyzed direct C-H arylation of pyridine N -oxides". supporting information; experimental part. p. 2310 - 2313. Retrieved 2011/06/28.