Ethyl 2-hydroxy-5-nitronicotinate

Base Information

• Chemical Name: Ethyl 2-hydroxy-5-nitronicotinate
• CAS No.: 156896-54-7
• Molecular Formula: C₈H₈N₂O₅
• Molecular Weight: 212.162
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID40566175
• Wikidata: Q82451662
• Mol file: 156896-54-7.mol

Synonyms:Ethyl 2-hydroxy-5-nitronicotinate;156896-54-7;ethyl 2-hydroxy-5-nitropyridine-3-carboxylate;ethyl 5-nitro-2-oxo-1H-pyridine-3-carboxylate;Ethyl 5-nitro-2-oxo-1,2-dihydropyridine-3-carboxylate;MFCD10699720;ETHYL2-HYDROXY-5-NITRONICOTINATE;DTXSID40566175;AKOS015856394;BF-0712;CS-0089673;J-520756;3-Pyridinecarboxylic acid, 1,2-dihydro-5-nitro-2-oxo-, ethyl ester

Chemical Property of Ethyl 2-hydroxy-5-nitronicotinate

Chemical Property:

• Vapor Pressure: 5.65E-07mmHg at 25°C
• Boiling Point: 400.1°C at 760 mmHg
• Flash Point: 195.8°C
• PSA: 105.24000
• Density: 1.44g/cm³
• LogP: 1.39530
• Storage Temp.: 2-8°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 212.04332136
• Heavy Atom Count: 15
• Complexity: 377

Purity/Quality:

97% ^*data from raw suppliers

Ethyl2-hydroxy-5-nitronicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=CNC1=O)[N+](=O)[O-]

Technology Process of Ethyl 2-hydroxy-5-nitronicotinate

There total 3 articles about Ethyl 2-hydroxy-5-nitronicotinate 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:

1,2-dihydro-5-nitro-2-oxo-3-pyridinecarboxylic acid → ethyl 1,2-dihydro-5-nitro-2-oxo-3-pyridinecarboxylate (156896-54-7)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / toluene / 2 h / Heating

2: 3 h / Heating

With thionyl chloride; In toluene;

DOI:10.3987/COM-93-6556

Reference yield:

C6H3ClN2O4 + ethanol (64-17-5) → ethyl 5-nitro-2-hydroxy-3-pyridinecarboxylate (156896-54-7)

Guidance literature:

With pyridine; for 2h; Heating;

DOI:10.1002/ardp.200700133

Reference yield:

ethanol (64-17-5) + 5-Nitro-2-oxo-1,2-dihydro-pyridine-3-carbonyl chloride → ethyl 1,2-dihydro-5-nitro-2-oxo-3-pyridinecarboxylate (156896-54-7)

Guidance literature:

for 3h; Yield given; Heating;

DOI:10.3987/COM-93-6556

upstream raw materials:

ethanol

Downstream raw materials:

ethyl 2-chloro-5-nitro-3-pyridinecarboxylate

1,2-dihydro-5-nitro-2-thioxo-3-pyridinecarboxylic acid