4-Methyl-3-nitropyridine-2-carbaldehyde

Base Information

• Chemical Name: 4-Methyl-3-nitropyridine-2-carbaldehyde
• CAS No.: 21203-74-7
• Molecular Formula: C7H6N2O3
• Molecular Weight: 166.13400
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID70438139
• Wikidata: Q82253778
• Mol file: 21203-74-7.mol

Synonyms:4-METHYL-3-NITROPYRIDINE-2-CARBALDEHYDE;21203-74-7;4-methyl-3-nitropyridine-2-carboxaldehyde;SCHEMBL8688332;DTXSID70438139;AKOS006303632;AB58409;FT-0735731

Chemical Property of 4-Methyl-3-nitropyridine-2-carbaldehyde

Chemical Property:

• PSA: 75.78000
• LogP: 1.63390
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 166.03784206
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

98%min ^*data from raw suppliers

4-Methyl-3-nitropyridine-2-carbaldehyde 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Methyl-3-nitropyridine-2-carbaldehyde

There total 7 articles about 4-Methyl-3-nitropyridine-2-carbaldehyde 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: 86.0%

4-methyl-3-nitro-2-vinylpyridine (200933-31-9) → 4-methyl-3-nitropyridine-2-carboxaldehyde (21203-74-7)

Guidance literature:

4-methyl-3-nitro-2-vinylpyridine; With ozone; In methanol; at -78 ℃;

With dimethylsulfide; at -78 - 20 ℃;

DOI:10.1016/S0040-4020(97)10298-8

Reference yield: 20.0%

2,4-dimethyl-3-nitropyridine (1074-76-6) → 4-methyl-3-nitropyridine-2-carboxaldehyde (21203-74-7)

Guidance literature:

With selenium(IV) oxide; In 1,4-dioxane; for 35h; Heating;

DOI:10.1021/jm00098a011

Reference yield:

2-hydroxy-4-methyl-3-nitropyridine (21901-18-8) → 4-methyl-3-nitropyridine-2-carboxaldehyde (21203-74-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 87 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 0 °C

2.1: 76 percent / triphenylphosphine / Pd(PPh₃)4 / toluene / 3 h / Heating

3.1: O₃ / methanol / -78 °C

3.2: 86 percent / Me₂S / -78 - 20 °C

With dmap; ozone; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; dichloromethane; toluene; 1.1: Esterification / 2.1: Stille coupling / 3.1: ozonolysis / 3.2: Reduction;

DOI:10.1016/S0040-4020(97)10298-8

upstream raw materials:

2,4-dimethyl-3-nitropyridine

4-methyl-3-nitro-2-vinylpyridine

2-hydroxy-4-methyl-3-nitropyridine

2-hydroxy-3-nitro-4-methylpyridine triflate

Downstream raw materials:

3-hydroxy-4-methylpyridine-2-carboxaldehyde

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