2-Pyridinecarboxylicacid,1,4-dihydro-5-methyl-3-nitro-4-oxo-(9CI)

Base Information

• Chemical Name: 2-Pyridinecarboxylicacid,1,4-dihydro-5-methyl-3-nitro-4-oxo-(9CI)
• CAS No.: 155919-05-4
• Molecular Formula: C₇H₆N₂O₅
• Molecular Weight: 198.135
• Mol file: 155919-05-4.mol

Synonyms:2-Pyridinecarboxylicacid,1,4-dihydro-5-methyl-3-nitro-4-oxo-(9CI)

Chemical Property of 2-Pyridinecarboxylicacid,1,4-dihydro-5-methyl-3-nitro-4-oxo-(9CI)

Chemical Property:

• Boiling Point: 319.3±42.0 °C(Predicted)
• PKA: -2.05±0.20(Predicted)
• PSA: 115.98000
• Density: 1.59±0.1 g/cm3(Predicted)
• LogP: 0.81290

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Pyridinecarboxylicacid,1,4-dihydro-5-methyl-3-nitro-4-oxo-(9CI)

There total 10 articles about 2-Pyridinecarboxylicacid,1,4-dihydro-5-methyl-3-nitro-4-oxo-(9CI) 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: 96.0%

4-methoxy-5-methyl-3-nitro-2-pyridinecarboxylic acid (155919-04-3) → 1,4-dihydro-5-methyl-3-nitro-4-oxo-2-pyridinecarboxylic acid (155919-05-4)

Guidance literature:

With hydrogen bromide; at 80 - 82 ℃; for 4h;

DOI:10.1021/ja00085a002

Reference yield:

2,5-dimethylpyridine N-oxide (4986-05-4) → 1,4-dihydro-5-methyl-3-nitro-4-oxo-2-pyridinecarboxylic acid (155919-05-4)

Guidance literature:

Multi-step reaction with 10 steps

1: 90percent HNO₃, 98percent H₂SO₄ / 4 h / 90 °C

2: 78 percent / acetyl chloride / 0.5 h / 55 °C

3: 93 percent / methanol / 3 h / Heating

4: 94 percent / PCl₃ / CHCl₃ / 1.) 25 deg C, 1 h, 2.) from 80 to 85 deg C, 0.5 h

5: 61 percent / 90percent HNO₃, 98percent H₂SO₄ / 1 h / 80 - 85 °C

6: 98 percent / m-chloroperbenzoic acid / CHCl₃ / 36 h / 25 °C

7: 61 percent / 3 h / 120 - 122 °C

8: 52 percent / aq. KOH / 24 h / 25 °C

9: 82 percent / KMnO₄, Na₂CO₃ / H₂O / 4 h / 25 °C

10: 96 percent / 48percent aq. HBr / 4 h / 80 - 82 °C

With potassium hydroxide; potassium permanganate; sulfuric acid; hydrogen bromide; nitric acid; sodium carbonate; acetyl chloride; 3-chloro-benzenecarboperoxoic acid; phosphorus trichloride; In methanol; chloroform; water;

DOI:10.1021/ja00085a002

Reference yield:

2,5-dimethyl-4-nitropyridine 1-oxide (21816-42-2) → 1,4-dihydro-5-methyl-3-nitro-4-oxo-2-pyridinecarboxylic acid (155919-05-4)

Guidance literature:

Multi-step reaction with 9 steps

1: 78 percent / acetyl chloride / 0.5 h / 55 °C

2: 93 percent / methanol / 3 h / Heating

3: 94 percent / PCl₃ / CHCl₃ / 1.) 25 deg C, 1 h, 2.) from 80 to 85 deg C, 0.5 h

4: 61 percent / 90percent HNO₃, 98percent H₂SO₄ / 1 h / 80 - 85 °C

5: 98 percent / m-chloroperbenzoic acid / CHCl₃ / 36 h / 25 °C

6: 61 percent / 3 h / 120 - 122 °C

7: 52 percent / aq. KOH / 24 h / 25 °C

8: 82 percent / KMnO₄, Na₂CO₃ / H₂O / 4 h / 25 °C

9: 96 percent / 48percent aq. HBr / 4 h / 80 - 82 °C

With potassium hydroxide; potassium permanganate; sulfuric acid; hydrogen bromide; nitric acid; sodium carbonate; acetyl chloride; 3-chloro-benzenecarboperoxoic acid; phosphorus trichloride; In methanol; chloroform; water;

DOI:10.1021/ja00085a002

upstream raw materials:

4-methoxy-5-methyl-3-nitro-2-pyridinecarboxylic acid

2,5-dimethylpyridine N-oxide

2,5-dimethyl-4-nitropyridine 1-oxide

2,5-dimethyl-4-methoxypyridine 1-oxide

Refernces