4,6-Dimethyl-5-nitro-2-oxo-1,2-dihydropyridine-3-carboxylic acid

Base Information

• Chemical Name: 4,6-Dimethyl-5-nitro-2-oxo-1,2-dihydropyridine-3-carboxylic acid
• CAS No.: 89977-22-0
• Molecular Formula: C8H8N2O5
• Molecular Weight: 212.1595
• NSC Number: 61968
• DSSTox Substance ID: DTXSID90289564
• Mol file: 89977-22-0.mol

Synonyms:89977-22-0;4,6-dimethyl-5-nitro-2-oxo-1,2-dihydropyridine-3-carboxylic acid;4,6-dimethyl-5-nitro-2-oxo-1H-pyridine-3-carboxylic acid;2-hydroxy-4,6-dimethyl-5-nitronicotinic acid;2-HYDROXY-4,6-DIMETHYL-5-NITROPYRIDINE-3-CARBOXYLIC ACID;NSC61968;ST038660;NCIOpen2_003738;DTXSID90289564;GJSAGPKAERRLKB-UHFFFAOYSA-N;BBL034858;NSC-61968;STK677968;AKOS002663760;AKOS005595035;VS-12709;EU-0053111;EN300-7435523;SR-01000536264;SR-01000536264-1;Z3222430420;4,6-Dimethyl-5-nitro-2-oxo-1,2-dihydro-3-pyridinecarboxylic acid;4,6-Dimethyl-5-nitro-2-oxo-1,2-dihydro-pyridine-3-carboxylic acid;4,6-Dimethyl-5-nitro-2-oxo-1,2-dihydro-3-pyridinecarboxylic acid #

Chemical Property of 4,6-Dimethyl-5-nitro-2-oxo-1,2-dihydropyridine-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.94E-06mmHg at 25°C
• Boiling Point: 368.4°C at 760 mmHg
• Flash Point: 176.6°C
• PSA: 115.98000
• Density: 1.51g/cm³
• LogP: 1.12130
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 212.04332136
• Heavy Atom Count: 15
• Complexity: 427

Purity/Quality:

98%min ^*data from raw suppliers

4,6-Dimethyl-5-nitro-2-oxo-1,2-dihydropyridine-3-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=O)NC(=C1[N+](=O)[O-])C)C(=O)O

Technology Process of 4,6-Dimethyl-5-nitro-2-oxo-1,2-dihydropyridine-3-carboxylic acid

There total 5 articles about 4,6-Dimethyl-5-nitro-2-oxo-1,2-dihydropyridine-3-carboxylic 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:

2-hydroxy-4,6-dimethyl-5-nitro-nicotinic acid amide → 2-hydroxy-4,6-dimethyl-5-nitro-nicotinic acid (89977-22-0)

Guidance literature:

With sodium hydroxide;

DOI:10.1021/jo01364a019

Reference yield:

2-hydroxy-4,6-dimethyl-3-carbonitrile (769-28-8,70254-47-6) → 2-hydroxy-4,6-dimethyl-5-nitro-nicotinic acid (89977-22-0)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid anhydride; fuming HNO₃

2: fuming H₂SO₄ / 80 °C

3: aqueous HCl; NaNO₂ / 5 °C / Erwaermen des Reaktionsgemisches auf 100grad

With hydrogenchloride; sulfuric acid; nitric acid; acetic anhydride; sodium nitrite;

DOI:10.1021/jo01364a019

Reference yield:

2-hydroxy-4,6-dimethyl-5-nitro-nicotinonitrile (5407-93-2) → 2-hydroxy-4,6-dimethyl-5-nitro-nicotinic acid (89977-22-0)

Guidance literature:

Multi-step reaction with 2 steps

1: fuming H₂SO₄ / 80 °C

2: aqueous HCl; NaNO₂ / 5 °C / Erwaermen des Reaktionsgemisches auf 100grad

With hydrogenchloride; sulfuric acid; sodium nitrite;

DOI:10.1021/jo01364a019

upstream raw materials:

2-hydroxy-4,6-dimethyl-3-carbonitrile

2-hydroxy-4,6-dimethyl-5-nitro-nicotinonitrile

Downstream raw materials:

3-nitro-6-hydroxy-2,4-dimethylpyridine

Refernces