2-Chloro-3-iodoisonicotinonitrile

Base Information

• Chemical Name: 2-Chloro-3-iodoisonicotinonitrile
• CAS No.: 908279-56-1
• Molecular Formula: C₆H₂ClIN₂
• Molecular Weight: 264.453
• DSSTox Substance ID: DTXSID40474403
• Wikidata: Q82304407
• Mol file: 908279-56-1.mol

Synonyms:2-Chloro-3-iodoisonicotinonitrile;908279-56-1;2-chloro-3-iodopyridine-4-carbonitrile;2-CHLORO-4-CYANO-3-IODOPYRIDINE;DTXSID40474403;MFCD09056805;AKOS016005896;MB07009;DS-14616;CS-0186599;FT-0702304;A917068

Chemical Property of 2-Chloro-3-iodoisonicotinonitrile

Chemical Property:

• PSA: 36.68000
• LogP: 2.21128
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 263.89512
• Heavy Atom Count: 10
• Complexity: 164

Purity/Quality:

98%min ^*data from raw suppliers

2-Chloro-3-iodoisonicotinonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C(=C1C#N)I)Cl

Technology Process of 2-Chloro-3-iodoisonicotinonitrile

There total 1 articles about 2-Chloro-3-iodoisonicotinonitrile 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: 68.0%

2-chloro-4-pyridinenitrile (33252-30-1) → 2-chloro-4-cyano-3-iodopyridine (908279-56-1)

Guidance literature:

2-chloro-4-pyridinenitrile; With lithium diisopropyl amide; In tetrahydrofuran; at -95 ℃; for 0.0333333h;

With iodine; In tetrahydrofuran; at -95 ℃;

DOI:10.1021/jo060935j

Reference yield: 92.0%

2-chloro-4-cyano-3-iodopyridine (908279-56-1) + sodium methylate (124-41-4) → 4-cyano-3-iodo-2-methoxypyridine (908279-57-2)

Guidance literature:

In methanol; at 20 ℃; for 16h;

DOI:10.1021/jo060935j

Reference yield:

2-chloro-4-cyano-3-iodopyridine (908279-56-1) → (E)-methyl 3-(4'-cyano-2'-methoxypyridin-3'-yl)acrylate (908279-58-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / methanol / 16 h / 20 °C

2: 95 percent / triethylamine / tetrakis(triphenylphosphine)palladium / dimethylformamide / 36 h / 100 °C

With triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; N,N-dimethyl-formamide; 2: Heck coupling;

DOI:10.1021/jo060935j

upstream raw materials:

2-chloro-4-pyridinenitrile

Downstream raw materials:

4-cyano-3-iodo-2-methoxypyridine

(E)-methyl 3-(4'-cyano-2'-methoxypyridin-3'-yl)acrylate

methyl 3-(4'-cyano-2'-methoxypyridin-3'-yl)propanoate

methyl 3-(5'-bromo-4'-cyano-2'-methoxypyridin-3'-yl)propanoate

Refernces