6-Methyl-3-nitropicolinonitrile

Base Information

• Chemical Name: 6-Methyl-3-nitropicolinonitrile
• CAS No.: 187242-90-6
• Molecular Formula: C7H5N3O2
• Molecular Weight: 163.13
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID30443648
• Wikidata: Q82261541
• Mol file: 187242-90-6.mol

Synonyms:6-METHYL-3-NITROPICOLINONITRILE;187242-90-6;6-METHYL-3-NITROPYRIDINE-2-CARBONITRILE;6-methyl-3-nitro-pyridine-2-carbonitrile;CHEMPACIFIC 38209;SCHEMBL21816202;DTXSID30443648;AKOS006284878;AB42325;CS-0054035

Chemical Property of 6-Methyl-3-nitropicolinonitrile

Chemical Property:

• PSA: 82.50000
• LogP: 1.69308
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 163.038176411
• Heavy Atom Count: 12
• Complexity: 227

Purity/Quality:

98%min ^*data from raw suppliers

6-Methyl-3-nitropicolinonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 6-Methyl-3-nitropicolinonitrile

There total 3 articles about 6-Methyl-3-nitropicolinonitrile 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: 49.0%

copper(I) cyanide (544-92-3) + 2-chloro-6-methyl-3-nitropyridine (56057-19-3) → 6-methyl-3-nitro-pyridine-2-carbonitrile (187242-90-6)

Guidance literature:

In N,N-dimethyl-formamide; for 6h; Heating;

DOI:10.1002/jhet.5570330643

Reference yield: 37.0%

zinc(II) cyanide (557-21-1) + 2-chloro-6-methyl-3-nitropyridine (56057-19-3) → 6-methyl-3-nitro-pyridine-2-carbonitrile (187242-90-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 80 ℃; for 22h; Inert atmosphere;

Reference yield:

6-amino-5-nitro-2-picoline (21901-29-1) → 6-methyl-3-nitro-pyridine-2-carbonitrile (187242-90-6)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl, NaNO₂ / Ambient temperature

2: 49 percent / dimethylformamide / 6 h / Heating

With hydrogenchloride; sodium nitrite; In N,N-dimethyl-formamide;

DOI:10.1002/jhet.5570330643

upstream raw materials:

copper(I) cyanide

2-chloro-6-methyl-3-nitropyridine

6-amino-5-nitro-2-picoline

zinc(II) cyanide

Downstream raw materials:

3-amino-6-methyl-pyridine-2-carbonitrile

Refernces

• 1、 Troschutz,Karger. "Versatile synthesis of 6-substituted 8-deazapteridine-2,4-diamines. Formal total synthesis of 8,10-dideazaminopterin". . p. 1815 - 1821. Retrieved 2007/10/03.