3-Cyano-1-methylpyridinium iodide

Base Information

• Chemical Name: 3-Cyano-1-methylpyridinium iodide
• CAS No.: 1004-16-6
• Molecular Formula: C7H7 N2 . I
• Molecular Weight: 246.05
• NSC Number: 138815
• DSSTox Substance ID: DTXSID20458786
• Mol file: 1004-16-6.mol

Synonyms:1004-16-6;3-cyano-1-methylpyridin-1-ium iodide;3-CYANO-1-METHYLPYRIDINIUM IODIDE;1-methylpyridin-1-ium-3-carbonitrile;iodide;SCHEMBL8404077;DTXSID20458786;1-methyl-3-cyanopyridinium iodide;QOYXETVGUYSYRK-UHFFFAOYSA-M;BAA00416;3-cyano-1-methylpyridin-1-iumiodide;NSC138815;NSC 138815;NSC-138815;CS-0246645;EN300-33555

Chemical Property of 3-Cyano-1-methylpyridinium iodide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: g/cm³
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 245.96540
• Heavy Atom Count: 10
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[N+]1=CC=CC(=C1)C#N.[I-]

Technology Process of 3-Cyano-1-methylpyridinium iodide

There total 2 articles about 3-Cyano-1-methylpyridinium iodide 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: 80.0%

pyridine-3-carbonitrile (100-54-9,121697-66-3,1232169-17-3,68271-95-4) + methyl iodide (74-88-4) → 3-cyano-1-methylpyridinium iodide (1004-16-6)

Guidance literature:

In neat (no solvent); at 110 ℃;

Reference yield:

→ 3-cyano-1-methylpyridinium iodide (1004-16-6)

Guidance literature:

Nicotinsaeurenitril, MeI (S. 1223);

DOI:10.1021/ja01007a019

Reference yield: 51.0%

iodobenzene (591-50-4) + 3-cyano-1-methylpyridinium iodide (1004-16-6) → 1-methyl-6-phenyl-1,6-dihydro-pyridine-3-carbonitrile (27531-40-4)

Guidance literature:

With (1,2-dimethoxyethane)dichloronickel(II); [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; 2,6-bis(pyrazole)pyridine; zinc; In 1,4-dioxane; N,N-dimethyl acetamide; at 80 ℃; for 2.5h; regioselective reaction; Irradiation;

DOI:10.1021/acscatal.1c05780

upstream raw materials:

pyridine-3-carbonitrile

methyl iodide

Downstream raw materials:

1-methyl-1,4-dihydropyridine-3-carbonitrile

ricinidine

1-methyl-6-oxo-1,6-dihydropyridine-3-carbonitrile

2-imino-1-methyl-1,2-dihydro-pyridine-3-carbaldehyde

Refernces

• 1、 Yoon, K. B.,Huh, T. J.,Kochi, J. K.. "Shape-Selective Assemblies of Charge-Transfer Complexes as Molecular Probes for Water Adsorption in Zeolites". . p. 7042 - 7053. Retrieved 1995.
• 2、 Huang, Sha,Wong, Jesse C.S.,Leung, Adam K.C.,Chan, Yee Man,Wong, Lili,Fernendez, Myrien R.,Miller, Amanda K.,Wu, Weiming. "Excellent correlation between substituent constants and pyridinium N-methyl chemical shifts". . p. 5018 - 5020. Retrieved 2009.
• 3、 Kiamehr, Mostafa,Gormay, Pavel V.,Villinger, Alexander,Langer, Peter,Iaroshenko, Viktor O.,Moghaddam, Firouz Matloubi,Semeniuchenko, Volodymyr. "Pyridinium salts - Versatile reagents for the regioselective synthesis of functionalized thiazocino[2,3-b]indoles by tandem dinucleophilic reactions of thiooxindoles". supporting information. p. 9685 - 9693,9. Retrieved 2020/08/20.