Thiophenes, a class of heterocyclic organic compounds containing a five-membered ring with one sulfur atom, are foundational building blocks in modern chemistry. Their unique electronic properties and reactivity patterns make them invaluable in various fields, from pharmaceuticals and agrochemicals to materials science. One such significant thiophene derivative is 5-Methyl-2-[(2-nitrophenyl)amino]thiophene-3-carbonitrile (CAS 138564-59-7), a compound that exemplifies the versatility of thiophene chemistry.

Synthesis Pathways for 5-Methyl-2-[(2-nitrophenyl)amino]thiophene-3-carbonitrile

The synthesis of 5-Methyl-2-[(2-nitrophenyl)amino]thiophene-3-carbonitrile typically involves the reaction between a substituted thiophene precursor and an aromatic amine. A common route described in literature involves the nucleophilic aromatic substitution reaction between 2-amino-5-methylthiophene-3-carbonitrile and 1-fluoro-2-nitrobenzene. This reaction, often carried out in a suitable solvent like tetrahydrofuran (THF) in the presence of a base such as sodium hydride (NaH), allows for the formation of the C-N bond, linking the thiophene core to the nitrophenyl moiety. Careful control of reaction conditions, including temperature, reaction time, and reactant stoichiometry, is crucial to achieve high yields and purity.

Key Chemical Properties and Reactivity

The structure of 5-Methyl-2-[(2-nitrophenyl)amino]thiophene-3-carbonitrile, featuring a nitrile group, an amino linkage, a methyl substituent on the thiophene ring, and a nitro group on the phenyl ring, imparts it with diverse reactivity. The electron-withdrawing nature of the nitrile and nitro groups, coupled with the electron-rich thiophene ring, creates interesting electronic distribution that can be exploited in further chemical transformations. Its melting point (109-115°C) is a key physical characteristic that influences its handling and purification. Researchers often explore its potential for cyclization reactions, metal complexation, or further functionalization, making it a valuable intermediate for custom synthesis projects.

Applications Across Industries

Beyond its prominent role as an intermediate in the synthesis of Olanzapine and its use as an impurity standard, 5-Methyl-2-[(2-nitrophenyl)amino]thiophene-3-carbonitrile has broader applications in fine chemical synthesis:

  • Pharmaceutical Intermediates: It serves as a key precursor for a range of pharmaceutical compounds, contributing to the development of new APIs.
  • Agrochemicals: Derivatives of thiophenes are often explored for their potential in agricultural applications, such as herbicides or fungicides.
  • Materials Science: The electronic properties derived from the conjugated system and heteroatoms make thiophene derivatives candidates for use in organic electronics, such as OLEDs or conductive polymers.
  • Research Chemicals: Its availability as a research chemical allows scientists to investigate novel synthetic methodologies and explore new chemical entities.

Procurement and Sourcing Information

For companies seeking to buy 5-Methyl-2-[(2-nitrophenyl)amino]thiophene-3-carbonitrile, sourcing from reliable manufacturers and suppliers is paramount. We, as a dedicated chemical supplier, offer this compound, emphasizing quality and consistent availability. When procuring this intermediate, it's advisable to consult with us to understand the latest pricing, minimum order quantities, and available packaging. We provide detailed product specifications and Certificates of Analysis to support your research and manufacturing needs, ensuring you buy with confidence from a trusted source in China.

In summary, 5-Methyl-2-[(2-nitrophenyl)amino]thiophene-3-carbonitrile is a testament to the power of thiophene chemistry. Its synthesis, properties, and diverse applications highlight its importance as a fine chemical intermediate. For researchers and manufacturers, understanding its characteristics and securing a reliable supply chain are key to unlocking its full potential.