Cas no 868755-69-5 (2-(3-Chlorophenyl)-1,3-Thiazole-4-Carbonyl Chloride)

2-(3-Chlorophenyl)-1,3-thiazole-4-carbonyl chloride is a versatile intermediate in organic synthesis, particularly valued for its reactive carbonyl chloride group and chlorophenyl-thiazole backbone. This compound serves as a key building block in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals, enabling the introduction of the 3-chlorophenyl-thiazole moiety into target molecules. Its high reactivity facilitates efficient acylation and condensation reactions, making it useful in the development of biologically active compounds. The presence of both chlorine substituents enhances its utility in further functionalization. Proper handling under anhydrous conditions is recommended due to its moisture sensitivity. This reagent is commonly employed in research and industrial applications requiring precise structural modifications.
2-(3-Chlorophenyl)-1,3-Thiazole-4-Carbonyl Chloride structure
868755-69-5 structure
Product Name:2-(3-Chlorophenyl)-1,3-Thiazole-4-Carbonyl Chloride
CAS No:868755-69-5
MF:C10H5Cl2NOS
MW:258.123799085617
MDL:MFCD08060545
CID:718994
PubChem ID:7537669
Update Time:2025-10-28

2-(3-Chlorophenyl)-1,3-Thiazole-4-Carbonyl Chloride Chemical and Physical Properties

Names and Identifiers

    • 4-Thiazolecarbonylchloride, 2-(3-chlorophenyl)-
    • 2-(3-CHLOROPHENYL)-1,3-THIAZOLE-4-CARBONYL CHLORIDE
    • 4-Thiazolecarbonylchloride,2-(3-chlorophenyl)
    • 2-(3-Chlorophenyl)thiazole-4-carbonyl chloride
    • AS-9696
    • 868755-69-5
    • DTXSID60428786
    • SCHEMBL3057919
    • AKOS030229699
    • MFCD08060545
    • 2-(3-Chlorophenyl)-1,3-Thiazole-4-Carbonyl Chloride
    • MDL: MFCD08060545
    • Inchi: 1S/C10H5Cl2NOS/c11-7-3-1-2-6(4-7)10-13-8(5-15-10)9(12)14/h1-5H
    • InChI Key: PBAOKEBRFVHPSM-UHFFFAOYSA-N
    • SMILES: ClC1=CC=CC(=C1)C1=NC(C(=O)Cl)=CS1

Computed Properties

  • Exact Mass: 256.94700
  • Monoisotopic Mass: 256.9468903g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 252
  • 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: 4.1
  • Topological Polar Surface Area: 58.2?2

Experimental Properties

  • PSA: 58.20000
  • LogP: 3.84250

2-(3-Chlorophenyl)-1,3-Thiazole-4-Carbonyl Chloride Customs Data

  • HS CODE:2934100090
  • Customs Data:

    China Customs Code:

    2934100090

    Overview:

    2934100090. Compounds that structurally contain a non fused thiazole ring(Whether hydrogenated or not). VAT:17.0%. Tax refund rate:9.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934100090 other compounds containing an unfused thiazole ring (whether or not hydrogenated) in the structure VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:20.0%

2-(3-Chlorophenyl)-1,3-Thiazole-4-Carbonyl Chloride Pricemore >>

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Additional information on 2-(3-Chlorophenyl)-1,3-Thiazole-4-Carbonyl Chloride

2-(3-Chlorophenyl)-1,3-Thiazole-4-Carbonyl Chloride: A Comprehensive Overview

The compound with CAS No 868755-69-5, known as 2-(3-Chlorophenyl)-1,3-Thiazole-4-Carbonyl Chloride, is a significant molecule in the field of organic chemistry. This compound has garnered attention due to its unique structural properties and potential applications in various industries. The 1,3-thiazole ring system, a heterocyclic structure containing sulfur and nitrogen atoms, forms the core of this molecule. The presence of the chlorine atom at the 4-position of the thiazole ring adds to its reactivity and functional versatility.

Recent studies have highlighted the importance of thiazole derivatives in medicinal chemistry. The 2-(3-chlorophenyl) substituent in this compound contributes to its aromatic stability and electronic properties, making it a valuable intermediate in the synthesis of bioactive compounds. Researchers have explored its potential as a precursor for developing novel pharmaceutical agents targeting various therapeutic areas, including anti-inflammatory and antifungal activities.

The synthesis of 2-(3-Chlorophenyl)-1,3-Thiazole-4-Carbonyl Chloride involves a multi-step process that begins with the preparation of the thiazole ring. This is typically achieved through the reaction of thiourea with an aldehyde or ketone under specific conditions. The introduction of the chlorine atom at the 4-position is a critical step that ensures the molecule's reactivity. Advanced techniques such as microwave-assisted synthesis have been employed to optimize this process, reducing reaction times and enhancing yields.

In terms of chemical properties, this compound exhibits high thermal stability and is soluble in common organic solvents such as dichloromethane and ethyl acetate. Its reactivity is primarily influenced by the electron-withdrawing effect of the chlorine atom, which activates the carbonyl group for nucleophilic attack. This makes it an excellent electrophile in various condensation reactions, including those involving amines and alcohols.

Recent research has focused on leveraging this compound's unique properties for applications beyond traditional organic synthesis. For instance, it has been used as a building block in the development of advanced materials, such as stimuli-responsive polymers. These materials exhibit dynamic behavior under external stimuli like temperature or pH changes, opening new avenues for their use in sensors and drug delivery systems.

The environmental impact of synthetic processes involving 2-(3-Chlorophenyl)-1,3-Thiazole-4-Carbonyl Chloride has also come under scrutiny. Efforts are being made to develop greener synthesis routes that minimize waste and reduce energy consumption. Catalytic methods using transition metals like palladium have shown promise in achieving more sustainable production techniques.

In conclusion, 2-(3-Chlorophenyl)-1,3-Thiazole-4-Carbonyl Chloride stands out as a versatile and valuable compound in contemporary organic chemistry. Its structural features and reactivity make it an essential tool for researchers across diverse fields. As advancements continue to be made in its synthesis and application, this compound is poised to play an even more significant role in driving innovation in science and technology.

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