6-Nitropicolinaldehyde

Base Information

• Chemical Name: 6-Nitropicolinaldehyde
• CAS No.: 131747-64-3
• Molecular Formula: C₆H₄N₂O₃
• Molecular Weight: 152.109
• DSSTox Substance ID: DTXSID001303065

Synonyms:6-Nitropicolinaldehyde;131747-64-3;6-nitropyridine-2-carbaldehyde;6-nitro-2-pyridinecarboxaldehyde;SCHEMBL2998545;DTXSID001303065;G65327

Chemical Property of 6-Nitropicolinaldehyde

Chemical Property:

• Boiling Point: 299.0±25.0 °C(Predicted)
• Density: 1.432±0.06 g/cm3(Predicted)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 152.02219199
• Heavy Atom Count: 11
• Complexity: 166

Purity/Quality:

98%+ ^*data from raw suppliers

6-Nitropicolinaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 6-Nitropicolinaldehyde

There total 4 articles about 6-Nitropicolinaldehyde 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: 63.0%

(6-Nitro-pyridin-2-yl)-methanol (131747-47-2) → 6-nitro-2-pyridinecarboxaldehyde (131747-64-3)

Guidance literature:

With phosphoric acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide; for 1.5h; Ambient temperature;

DOI:10.1248/cpb.38.2446

Reference yield:

6-Nitro-2-picoline-N-oxide (100047-37-8) → 6-nitro-2-pyridinecarboxaldehyde (131747-64-3)

Guidance literature:

Multi-step reaction with 3 steps

1: Heating

2: 64 percent / K₂CO₃ / methanol / 2.5 h

3: 63 percent / DMSO, N,N'-dicyclohexylcarbodiimide, H₃PO₄ / 1.5 h / Ambient temperature

With phosphoric acid; potassium carbonate; dimethyl sulfoxide; dicyclohexyl-carbodiimide; In methanol;

DOI:10.1248/cpb.38.2446

Reference yield:

6-Acetamido-2-picoline-N-oxide (13720-82-6) → 6-nitro-2-pyridinecarboxaldehyde (131747-64-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) H₂SO₄, 2) K₂(SO₄)2, H₂SO₄ / 1) 80 deg C, 2 h, 2) rt, 3.5 d

2: Heating

3: 64 percent / K₂CO₃ / methanol / 2.5 h

4: 63 percent / DMSO, N,N'-dicyclohexylcarbodiimide, H₃PO₄ / 1.5 h / Ambient temperature

With phosphoric acid; K₂(SO₄)2; sulfuric acid; potassium carbonate; dimethyl sulfoxide; dicyclohexyl-carbodiimide; In methanol;

DOI:10.1248/cpb.38.2446

upstream raw materials:

(6-Nitro-pyridin-2-yl)-methanol

6-Nitro-2-picoline-N-oxide

6-Acetamido-2-picoline-N-oxide

Acetic acid 6-nitro-pyridin-2-ylmethyl ester

Downstream raw materials:

2,6-dimethyl-4-(6-nitro-2-pyridyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-β-(N-benzyl-N-methylamino)ethyl ester 5-methyl ester

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