Cas no 861033-35-4 (2,4-dichloro-5-ethyl-6-methylpyrimidine)

2,4-Dichloro-5-ethyl-6-methylpyrimidine is a halogenated pyrimidine derivative with significant utility in organic synthesis and pharmaceutical intermediates. Its dichloro substitution at the 2- and 4-positions, combined with ethyl and methyl groups at the 5- and 6-positions, enhances its reactivity in nucleophilic substitution reactions, making it a versatile building block for heterocyclic compounds. The compound's structural features facilitate selective functionalization, enabling the synthesis of complex molecules such as agrochemicals and active pharmaceutical ingredients (APIs). Its stability under standard conditions and compatibility with common reagents further contribute to its broad applicability in research and industrial processes.
2,4-dichloro-5-ethyl-6-methylpyrimidine structure
861033-35-4 structure
Product Name:2,4-dichloro-5-ethyl-6-methylpyrimidine
CAS No:861033-35-4
MF:C7H8Cl2N2
MW:191.057819366455
CID:2133921
Update Time:2025-06-07

2,4-dichloro-5-ethyl-6-methylpyrimidine Chemical and Physical Properties

Names and Identifiers

    • 2,4-dichloro-5-ethyl-6-methylPyrimidine
    • IYXSIHGVSUSGLM-UHFFFAOYSA-N
    • CID 89761070
    • Pyrimidine, 2,4-dichloro-5-ethyl-6-methyl-
    • 2,4-dichloro-5-ethyl-6-methylpyrimidine
    • Inchi: 1S/C7H8Cl2N2/c1-3-5-4(2)10-7(9)11-6(5)8/h3H2,1-2H3
    • InChI Key: IYXSIHGVSUSGLM-UHFFFAOYSA-N
    • SMILES: ClC1=C(C(C)=NC(=N1)Cl)CC

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 132
  • Topological Polar Surface Area: 25.8

Experimental Properties

  • Density: 1.283±0.06 g/cm3(Predicted)
  • Melting Point: 25-27 °C
  • Boiling Point: 130-131 °C(Press: 6 Torr)
  • pka: -1.77±0.39(Predicted)

2,4-dichloro-5-ethyl-6-methylpyrimidine Pricemore >>

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Additional information on 2,4-dichloro-5-ethyl-6-methylpyrimidine

Introduction to 2,4-dichloro-5-ethyl-6-methylpyrimidine (CAS No. 861033-35-4)

2,4-dichloro-5-ethyl-6-methylpyrimidine, identified by the Chemical Abstracts Service Number (CAS No.) 861033-35-4, is a significant intermediate in the field of organic synthesis and pharmaceutical development. This compound belongs to the pyrimidine class, a heterocyclic aromatic compound that plays a crucial role in medicinal chemistry due to its structural versatility and biological activity. The presence of multiple functional groups, including chloro substituents and ethyl and methyl groups, makes it a valuable precursor for synthesizing various biologically active molecules.

The chemical structure of 2,4-dichloro-5-ethyl-6-methylpyrimidine consists of a six-membered ring containing nitrogen atoms at positions 1, 3, and 5, with chloro groups at positions 2 and 4, an ethyl group at position 5, and a methyl group at position 6. This specific arrangement imparts unique reactivity, making it a versatile building block for further chemical modifications. The compound is typically used in the synthesis of agrochemicals, pharmaceuticals, and specialty chemicals due to its ability to undergo various reactions such as nucleophilic substitution, condensation, and cyclization.

In recent years, 2,4-dichloro-5-ethyl-6-methylpyrimidine has garnered attention in the pharmaceutical industry for its potential applications in drug discovery. Researchers have explored its utility in synthesizing novel compounds with therapeutic properties. For instance, derivatives of this pyrimidine core have been investigated for their antimicrobial and anticancer activities. The chloro substituents on the pyrimidine ring facilitate the introduction of other functional groups through nucleophilic aromatic substitution (SNAr), allowing for the creation of diverse molecular architectures.

One notable application of 2,4-dichloro-5-ethyl-6-methylpyrimidine is in the development of kinase inhibitors. Kinases are enzymes that play essential roles in cell signaling pathways and are often targeted in cancer therapy. By modifying the pyrimidine scaffold with appropriate substituents derived from this intermediate, researchers can design inhibitors that selectively target specific kinases. Such inhibitors have shown promise in preclinical studies for their ability to disrupt aberrant signaling pathways involved in tumor growth and progression.

The agrochemical sector also benefits from the use of 2,4-dichloro-5-ethyl-6-methylpyrimidine as a key intermediate in the synthesis of herbicides and pesticides. The structural features of this compound contribute to its efficacy in controlling unwanted vegetation and pests by interfering with essential biological processes. Recent advancements in green chemistry have prompted investigations into more sustainable synthetic routes for producing derivatives of this pyrimidine compound, emphasizing environmental considerations while maintaining high yields and purity.

From a synthetic chemistry perspective, 2,4-dichloro-5-ethyl-6-methylpyrimidine serves as a versatile platform for exploring new reaction methodologies. Its reactivity allows chemists to develop innovative synthetic strategies that can be applied to other heterocyclic systems. For example, transition-metal-catalyzed cross-coupling reactions have been employed to introduce additional functional groups onto the pyrimidine ring, expanding the library of possible derivatives with tailored biological activities.

The industrial production of 2,4-dichloro-5-ethyl-6-methylpyrimidine adheres to stringent quality control measures to ensure consistency and reliability for downstream applications. Manufacturers employ advanced purification techniques such as distillation or crystallization to achieve high-purity compounds suitable for pharmaceutical and agrochemical use. The compound's stability under various storage conditions is also carefully evaluated to maintain its integrity throughout the supply chain.

Future research directions involving 2,4-dichloro-5-ethyl-6-methylpyrimidine may focus on optimizing synthetic routes for greater efficiency and sustainability. Additionally, exploring its applications in emerging fields such as material science could uncover new possibilities beyond traditional pharmaceuticals and agrochemicals. Collaborative efforts between academia and industry are essential to drive innovation and translate laboratory discoveries into practical applications that address global challenges.

In conclusion,2,4-dichloro-5-ethyl-6-methylpyrimidine (CAS No. 861033-35-4) is a multifaceted compound with significant potential across multiple industries. Its role as an intermediate in drug discovery underscores its importance in modern medicinal chemistry while its applications in agrochemicals highlight its versatility. As research continues to uncover new uses for this pyrimidine derivative,2,4-dichloro-5-ethyl-6-methylpyrimidine is poised to remain a cornerstone of chemical synthesis and innovation.

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