1-Methyl-4-(2-thienyl)pyridinium iodide

Base Information

• Chemical Name: 1-Methyl-4-(2-thienyl)pyridinium iodide
• CAS No.: 27058-43-1
• Molecular Formula: C₁₀H₁₀NS*I
• Molecular Weight: 303.167
• DSSTox Substance ID: DTXSID90949813
• Mol file: 27058-43-1.mol

Synonyms:27058-43-1;1-Methyl-4-(2-thienyl)pyridinium iodide;Pyridinium, 1-methyl-4-(2-thienyl)-, iodide;DTXSID90949813;2-(1-Methylpyridin-4(1H)-ylidene)-2H-thiophen-1-ium iodide

Chemical Property of 1-Methyl-4-(2-thienyl)pyridinium 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: 1
• Exact Mass: 302.95787
• Heavy Atom Count: 13
• Complexity: 141

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[N+]1=CC=C(C=C1)C2=CC=CS2.[I-]

Technology Process of 1-Methyl-4-(2-thienyl)pyridinium iodide

There total 4 articles about 1-Methyl-4-(2-thienyl)pyridinium 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: 86.0%

tributyl(thien-2-yl)stannane (54663-78-4) + 4-bromo-N-methylpyridinium iodide (2589-28-8) → 1-Methyl-4-(2-thienyl)-pyridiniumjodid (27058-43-1)

Guidance literature:

With tris-(o-tolyl)phosphine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1055/s-2002-34903

Reference yield: 30.0%

4-thiophen-2-yl-pyridine (21298-54-4) + methyl iodide (74-88-4) → 1-Methyl-4-(2-thienyl)-pyridiniumjodid (27058-43-1)

Guidance literature:

With phenylmalononitrile sodium salt; In acetone; for 1h; Ambient temperature;

DOI:10.1021/jo970059x

Reference yield:

4-bromopyridin (1120-87-2) → 1-Methyl-4-(2-thienyl)-pyridiniumjodid (27058-43-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / PdCl₂(dppf) / diethyl ether / 2 h / 0 - 5 °C

2: 30 percent / phenylmalononitrile sodium salt / acetone / 1 h / Ambient temperature

With phenylmalononitrile sodium salt; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In diethyl ether; acetone;

DOI:10.1021/jo970059x

upstream raw materials:

4-thiophen-2-yl-pyridine

methyl iodide

tributyl(thien-2-yl)stannane

4-bromo-N-methylpyridinium iodide