Cas no 325763-68-6 (1,4-dimethyl 2-(2-chloroacetamido)benzene-1,4-dicarboxylate)

1,4-Dimethyl 2-(2-chloroacetamido)benzene-1,4-dicarboxylate is a specialized organic compound featuring a benzene core substituted with a chloroacetamido group and two methyl ester functionalities at the 1- and 4-positions. This structure makes it a versatile intermediate in synthetic organic chemistry, particularly for the preparation of pharmaceuticals, agrochemicals, and fine chemicals. The presence of the chloroacetamido group allows for further functionalization, enabling nucleophilic substitution or cross-coupling reactions. The methyl ester groups enhance solubility in organic solvents, facilitating purification and downstream processing. Its well-defined reactivity profile and stability under standard conditions make it a reliable building block for complex molecule synthesis.
1,4-dimethyl 2-(2-chloroacetamido)benzene-1,4-dicarboxylate structure
325763-68-6 structure
Product Name:1,4-dimethyl 2-(2-chloroacetamido)benzene-1,4-dicarboxylate
CAS No:325763-68-6
MF:C12H12ClNO5
MW:285.680382728577
MDL:MFCD02342053
CID:301512
PubChem ID:329819274
Update Time:2025-11-01

1,4-dimethyl 2-(2-chloroacetamido)benzene-1,4-dicarboxylate Chemical and Physical Properties

Names and Identifiers

    • Dimethyl 2-(2-chloroacetamido)terephthalate
    • 1,4-Benzenedicarboxylicacid, 2-[(2-chloroacetyl)amino]-, 1,4-dimethyl ester
    • dimethyl 2-[(2-chloroacetyl)amino]benzene-1,4-dicarboxylate
    • Dimethyl 2-[(chloroacetyl)amino]terephthalate
    • F9995-0286
    • 1,4-dimethyl 2-(2-chloroacetamido)benzene-1,4-dicarboxylate
    • DTXSID00366451
    • NS-04741
    • AKOS000305611
    • VU0549333-1
    • Dimethyl 2-[(chloroacetyl)amino]terephthalate, AldrichCPR
    • Z56775312
    • Dimethyl2-[(chloroacetyl)amino]terephthalate
    • MFCD02342053
    • EN300-01639
    • 325763-68-6
    • dimethyl 2-[(chloroacetyl)amino]benzene-1,4-dicarboxylate
    • BBL013916
    • AKOS B015656
    • ALBB-002290
    • STK411182
    • MDL: MFCD02342053
    • Inchi: 1S/C12H12ClNO5/c1-18-11(16)7-3-4-8(12(17)19-2)9(5-7)14-10(15)6-13/h3-5H,6H2,1-2H3,(H,14,15)
    • InChI Key: MCJXWDAWSRTYBH-UHFFFAOYSA-N
    • SMILES: ClCC(NC1C=C(C(=O)OC)C=CC=1C(=O)OC)=O

Computed Properties

  • Exact Mass: 285.04000
  • Monoisotopic Mass: 285.0404002g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 7
  • Complexity: 360
  • 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
  • Topological Polar Surface Area: 81.7?2

Experimental Properties

  • Density: 1.362
  • Boiling Point: 477.3°C at 760 mmHg
  • Flash Point: 242.5°C
  • Refractive Index: 1.571
  • PSA: 81.70000
  • LogP: 1.51010

1,4-dimethyl 2-(2-chloroacetamido)benzene-1,4-dicarboxylate Security Information

  • Hazardous Material transportation number:NONH for all modes of transport
  • Hazard Category Code: 22
  • Hazardous Material Identification: Xi
  • HazardClass:IRRITANT

1,4-dimethyl 2-(2-chloroacetamido)benzene-1,4-dicarboxylate Customs Data

  • HS CODE:2924299090
  • Customs Data:

    China Customs Code:

    2924299090

    Overview:

    2924299090. Other cyclic amides(Including cyclic carbamates)(Including their derivatives as well as their salts). VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, packing

    Summary:

    2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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Additional information on 1,4-dimethyl 2-(2-chloroacetamido)benzene-1,4-dicarboxylate

Introduction to 1,4-dimethyl 2-(2-chloroacetamido)benzene-1,4-dicarboxylate (CAS No. 325763-68-6)

1,4-dimethyl 2-(2-chloroacetamido)benzene-1,4-dicarboxylate, identified by its Chemical Abstracts Service (CAS) number 325763-68-6, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical and medicinal chemistry. This compound belongs to a class of molecules characterized by its aromatic structure, which is further functionalized through the presence of carboxylate groups and an amide moiety. The unique arrangement of these functional groups imparts distinct chemical properties that make it a valuable intermediate in the synthesis of various bioactive molecules.

The molecular structure of 1,4-dimethyl 2-(2-chloroacetamido)benzene-1,4-dicarboxylate consists of a benzene ring substituted with two methyl groups at the 1 and 4 positions, a chloroacetamido group at the 2 position, and carboxylate groups at the 1 and 4 positions. This configuration creates a highly versatile scaffold that can be modified further to produce compounds with tailored biological activities. The presence of both electron-withdrawing and electron-donating groups on the aromatic ring enhances its reactivity, making it an attractive candidate for various synthetic transformations.

In recent years, there has been growing interest in exploring the pharmacological potential of compounds derived from 1,4-dimethyl 2-(2-chloroacetamido)benzene-1,4-dicarboxylate. Researchers have been investigating its role as a precursor in the synthesis of novel therapeutic agents aimed at addressing unmet medical needs. The compound's structural features suggest that it may exhibit properties such as modularity in drug design, allowing for the creation of derivatives with enhanced specificity and efficacy.

One of the most compelling aspects of 1,4-dimethyl 2-(2-chloroacetamido)benzene-1,4-dicarboxylate is its potential application in the development of small-molecule inhibitors. The amide and carboxylate functionalities provide multiple sites for interaction with biological targets, including enzymes and receptors. This characteristic has led to its exploration in the design of molecules targeting metabolic pathways implicated in diseases such as cancer and inflammation. Preliminary studies have indicated that derivatives of this compound may possess inhibitory activity against key enzymes involved in these pathways.

The synthesis of 1,4-dimethyl 2-(2-chloroacetamido)benzene-1,4-dicarboxylate involves multi-step organic reactions that require careful optimization to ensure high yield and purity. The process typically begins with the functionalization of a benzene derivative followed by the introduction of the chloroacetamido group and carboxylate moieties. Advanced synthetic techniques such as palladium-catalyzed cross-coupling reactions have been employed to achieve regioselective modifications on the aromatic ring. These methods are crucial for constructing the complex framework of the compound while maintaining its desired chemical properties.

Recent advancements in computational chemistry have further enhanced our understanding of how 1,4-dimethyl 2-(2-chloroacetamido)benzene-1,4-dicarboxylate behaves in biological systems. Molecular modeling studies have been instrumental in predicting binding interactions between this compound and potential targets. These predictions have guided experimental efforts by providing insights into which structural modifications are likely to improve binding affinity and selectivity. Such computational approaches are becoming increasingly integral to modern drug discovery pipelines.

The pharmaceutical industry has taken note of the promising attributes of 1,4-dimethyl 2-(2-chloroacetamido)benzene-1,4-dicarboxylate, leading to several ongoing research projects aimed at developing novel therapeutics based on this scaffold. Collaborative efforts between academic institutions and pharmaceutical companies are underway to explore its full potential. These collaborations leverage expertise from various disciplines, including organic chemistry, medicinal chemistry, and pharmacology, to accelerate the translation of laboratory findings into clinical applications.

In addition to its pharmaceutical applications, 1,4-dimethyl 2-(2-chloroacetamido)benzene-1,4-dicarboxylate has shown promise in materials science research. Its rigid aromatic core and functionalizable side chains make it a suitable candidate for designing polymers with unique properties. Such materials could find applications in areas such as drug delivery systems and smart materials capable of responding to environmental stimuli.

The future prospects for 1,4-dimethyl 2-(2-chloroacetamido)benzene-1,4-dicarboxylate are bright, with ongoing research expected to uncover new applications across multiple fields. As our understanding of its chemical behavior deepens, so too will our ability to harness its potential for developing innovative solutions to complex challenges in medicine and materials science. The compound's versatility and well-defined structure position it as a cornerstone molecule in modern chemical research.

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