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TCI

CAS 4175-76-2

2,4-Dichlorothiazole TCI D3549

2,4-Dichlorothiazole TCI D3549
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Description

2,4-Dichlorothiazole is a heterocyclic building block based on the thiazole ring — a five-membered ring containing one sulfur atom and one nitrogen atom — bearing chlorine atoms at the 2- and 4-positions. In organic synthesis laboratories, this compound is widely used as a starting scaffold for constructing substituted thiazole derivatives, a motif that appears very frequently in active pharmaceutical ingredients, agrochemical compounds, and functional materials. The two chlorine atoms at different ring positions give researchers two distinct working points that can be developed separately, either through nucleophilic substitution or through metal-catalysed cross-coupling reactions.

The property that makes this material especially useful is the difference in reactivity between the two chlorinated positions. The 2-position of the thiazole ring sits between the nitrogen and the sulfur atom, making it far more electron-deficient and much more readily attacked by nucleophiles, while the 4-position is comparatively less reactive. This difference opens the door to selective, sequential functionalisation: a first nucleophile can be directed to the 2-position under mild conditions, after which the 4-position is addressed under more forcing conditions or through a cross-coupling reaction. Regioselective control of this kind is highly valuable when a synthetic route must be built step by step.

In Indonesian laboratories, 2,4-dichlorothiazole is typically used in university and institutional research groups working on organic synthesis, medicinal chemistry, and materials chemistry, as well as in industrial R&D laboratories developing pharmaceutical and agrochemical intermediates. It is generally handled at bench scale for route scouting and derivative library preparation, where a dihalogenated heterocycle allows a single starting material to be diversified into several target structures without redesigning the synthetic sequence from the beginning.

Laboratory Applications

  • Synthesis of substituted thiazole derivatives — the two chlorine handles allow stepwise introduction of different substituents onto one ring, so a single scaffold can generate a whole family of related target compounds.
  • Nucleophilic aromatic substitution studies — the electron-deficient 2-position reacts readily with nucleophiles under mild conditions, making this compound a dependable substrate for amination, alkoxylation, and thioether formation work.
  • Metal-catalysed cross-coupling chemistry — the remaining carbon–chlorine bond serves as a coupling partner for palladium-catalysed reactions, enabling carbon–carbon and carbon–heteroatom bond formation on the thiazole core.
  • Pharmaceutical intermediate research — because the thiazole motif recurs so often in active pharmaceutical ingredients, this building block supports medicinal chemistry programmes that need rapid access to novel heterocyclic analogues.
  • Agrochemical and functional materials development — researchers use the dichlorinated ring as an entry point to thiazole-containing structures relevant to crop protection compounds and functional organic materials.

Specifications

  • Brand: TCI
  • Catalogue reference: D3549
  • CAS number: 4175-76-2
  • Chemical name: 2,4-Dichlorothiazole
  • Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
  • Pack sizes: available in standard laboratory research pack sizes as supplied by the manufacturer; storage in a tightly closed original container is recommended

Handling and Storage

Store the container tightly closed in a cool, dry, and well-ventilated area, away from heat, direct sunlight, ignition sources, and incompatible materials such as strong oxidising agents and strong bases. Keep the material in its original manufacturer container, or in a chemically compatible sealed glass container that is clearly labelled with the compound name and CAS number. Handle only inside a functioning fume hood, and wear appropriate personal protective equipment including safety glasses, chemically resistant gloves, and a laboratory coat. Avoid inhalation of vapours and any contact with skin or eyes. Transfer the material using clean, dry glassware to prevent moisture ingress and contamination, and always consult the manufacturer's safety data sheet before use and before disposal, following local chemical waste regulations.

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