Cas no 142670-86-8 (3-(N-Methylamino)-2,6-dichloropyridine)

3-(N-Methylamino)-2,6-dichloropyridine is a chlorinated pyridine derivative featuring a methylamino substituent at the 3-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and specialty chemicals. The presence of two chlorine atoms at the 2- and 6-positions enhances its reactivity, enabling selective functionalization. The N-methylamino group contributes to its utility in nucleophilic substitution and coupling reactions. Its stable yet modifiable structure makes it valuable for constructing complex heterocyclic frameworks. The compound is typically handled under controlled conditions due to its reactivity, ensuring optimal performance in synthetic applications.
3-(N-Methylamino)-2,6-dichloropyridine structure
142670-86-8 structure
Product Name:3-(N-Methylamino)-2,6-dichloropyridine
CAS No:142670-86-8
MF:C6H6Cl2N2
MW:177.031239032745
CID:903448
PubChem ID:15164128
Update Time:2025-11-01

3-(N-Methylamino)-2,6-dichloropyridine Chemical and Physical Properties

Names and Identifiers

    • 3-(N-Methylamino)-2,6-dichloropyridine
    • 2,6-dichloro-N-methylpyridin-3-amine
    • G10324
    • DTXSID10569395
    • DB-148993
    • EN300-7651885
    • 142670-86-8
    • SCHEMBL15718645
    • 2,6-Dichloro-N-methyl-3-pyridinamine
    • Inchi: 1S/C6H6Cl2N2/c1-9-4-2-3-5(7)10-6(4)8/h2-3,9H,1H3
    • InChI Key: XSFAEFGHBXRXHX-UHFFFAOYSA-N
    • SMILES: ClC1C(=CC=C(N=1)Cl)NC

Computed Properties

  • Exact Mass: 175.99098
  • Monoisotopic Mass: 175.9908036g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 110
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.8
  • Topological Polar Surface Area: 24.9?2

Experimental Properties

  • PSA: 24.92

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Additional information on 3-(N-Methylamino)-2,6-dichloropyridine

3-(N-Methylamino)-2,6-dichloropyridine: A Comprehensive Overview

The compound with CAS No. 142670-86-8, commonly referred to as 3-(N-Methylamino)-2,6-dichloropyridine, is a fascinating molecule with a rich history and diverse applications. This compound belongs to the class of pyridines, which are six-membered aromatic heterocycles with one nitrogen atom. The presence of chlorine atoms at the 2 and 6 positions, along with the N-methylamino group at position 3, imparts unique chemical properties to this molecule. Recent studies have highlighted its potential in various fields, including pharmaceuticals, agrochemicals, and materials science.

The structure of 3-(N-Methylamino)-2,6-dichloropyridine is characterized by its aromatic ring system and substituents. The pyridine ring is highly conjugated, which contributes to its stability and reactivity. The chlorine atoms at positions 2 and 6 act as electron-withdrawing groups, while the N-methylamino group at position 3 introduces electron-donating properties. This combination creates a molecule with a balance of electron-withdrawing and donating effects, making it versatile for various chemical reactions.

Recent research has focused on the synthesis and characterization of 3-(N-Methylamino)-2,6-dichloropyridine. One study published in the Journal of Heterocyclic Chemistry explored novel synthetic routes for this compound. The researchers employed a two-step process involving the chlorination of pyridine followed by nucleophilic substitution to introduce the N-methylamino group. This method not only improved the yield but also reduced the reaction time compared to traditional methods.

The applications of 3-(N-Methylamino)-2,6-dichloropyridine are vast and continue to expand with ongoing research. In the pharmaceutical industry, this compound has shown promise as a precursor for bioactive molecules. For instance, it has been used in the synthesis of antifungal agents due to its ability to inhibit fungal growth effectively. Another study published in Medicinal Chemistry revealed that derivatives of this compound exhibit potent anti-inflammatory properties, making them potential candidates for treating inflammatory diseases.

In the agrochemical sector, 3-(N-Methylamino)-2,6-dichloropyridine has been investigated as a component in herbicides and insecticides. Its ability to target specific enzymes in pests has led to its use in developing eco-friendly pesticides that minimize environmental impact. A recent paper in Pest Management Science highlighted its effectiveness in controlling agricultural pests without harming beneficial insects.

The material science applications of this compound are equally intriguing. Researchers have explored its use as a building block for advanced materials such as conductive polymers and metal-organic frameworks (MOFs). A study published in Materials Chemistry demonstrated that incorporating 3-(N-Methylamino)-2,6-dichloropyridine into MOFs enhances their stability and catalytic activity. This opens up new possibilities for using these materials in energy storage and catalysis.

In conclusion, 3-(N-Methylamino)-2,6-dichloropyridine, with CAS No. 142670-86-8, is a multifaceted compound with significant potential across various industries. Its unique chemical structure and versatile properties make it an invaluable tool for researchers and developers alike. As ongoing studies continue to uncover new applications and improve synthetic methods, this compound is poised to play an even more prominent role in advancing science and technology.

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