Cas no 872696-03-2 (4-Bromo-2-hydrazino-1,3-benzothiazole)

4-Bromo-2-hydrazino-1,3-benzothiazole is a heterocyclic compound featuring a benzothiazole core functionalized with a bromo substituent at the 4-position and a hydrazino group at the 2-position. This structure imparts reactivity suitable for diverse synthetic applications, particularly in the preparation of fused heterocycles or as a building block in pharmaceutical and agrochemical research. The bromo group offers a site for further functionalization via cross-coupling reactions, while the hydrazino moiety enables condensation reactions to form hydrazones or other nitrogen-containing derivatives. Its well-defined reactivity profile and stability make it a valuable intermediate for targeted organic synthesis.
4-Bromo-2-hydrazino-1,3-benzothiazole structure
872696-03-2 structure
Product Name:4-Bromo-2-hydrazino-1,3-benzothiazole
CAS No:872696-03-2
MF:C7H6BrN3S
MW:244.11163854599
MDL:MFCD04448799
CID:1087741
PubChem ID:2049838
Update Time:2025-06-08

4-Bromo-2-hydrazino-1,3-benzothiazole Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-2-hydrazinylbenzo[d]thiazole
    • (4-bromo-1,3-benzothiazol-2-yl)hydrazine
    • 4-BROMO-2(3H)-BENZOTHIAZOLONEHYDRAZONE
    • 4-bromo-2-hydrazino-1,3-benzothiazole(SALTDATA: FREE)
    • MFCD04448799
    • 4-Bromo-2-hydrazino-1,3-benzothiazole
    • DTXSID90365938
    • (4-Bromo-benzothiazol-2-yl)-hydrazine
    • AKOS002391357
    • XJB69603
    • 872696-03-2
    • BS-36926
    • 4-Bromo-2-hydrazinyl-1,3-benzothiazole
    • BB 0246312
    • DB-316270
    • 4-bromo-2-hydrazinylidene-3H-1,3-benzothiazole
    • STL510482
    • MDL: MFCD04448799
    • Inchi: 1S/C7H6BrN3S/c8-4-2-1-3-5-6(4)10-7(11-9)12-5/h1-3H,9H2,(H,10,11)
    • InChI Key: WBDWQZLAGDRYRD-UHFFFAOYSA-N
    • SMILES: BrC1=CC=CC2=C1N=C(NN)S2

Computed Properties

  • Exact Mass: 242.94658g/mol
  • Monoisotopic Mass: 242.94658g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 169
  • 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: 2.6
  • Topological Polar Surface Area: 79.2?2

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Additional information on 4-Bromo-2-hydrazino-1,3-benzothiazole

Comprehensive Overview of 4-Bromo-2-hydrazino-1,3-benzothiazole (CAS No. 872696-03-2)

4-Bromo-2-hydrazino-1,3-benzothiazole (CAS No. 872696-03-2) is a specialized organic compound that has garnered significant attention in pharmaceutical and materials science research. This compound, characterized by its benzothiazole core and functional hydrazino and bromo substituents, serves as a versatile intermediate in synthetic chemistry. Researchers and industries are increasingly exploring its potential in drug discovery, agrochemical development, and advanced material synthesis, aligning with the growing demand for high-performance heterocyclic compounds.

The unique structure of 4-Bromo-2-hydrazino-1,3-benzothiazole enables its application in constructing complex molecular architectures. Its bromine moiety facilitates cross-coupling reactions, while the hydrazino group offers reactivity for condensation and cyclization processes. These properties make it invaluable for designing targeted bioactive molecules, a trending topic in AI-driven drug discovery and green chemistry. Recent studies highlight its role in developing antimicrobial agents and fluorescent probes, addressing global challenges like antibiotic resistance and diagnostic innovation.

From an industrial perspective, the compound's stability and scalability align with the sustainable synthesis movement. Laboratories optimizing catalytic methodologies often employ 4-Bromo-2-hydrazino-1,3-benzothiazole to reduce waste and energy consumption—a response to the surge in searches for eco-friendly chemical processes. Its compatibility with microwave-assisted synthesis and flow chemistry further enhances its appeal to modern researchers prioritizing efficiency.

Analytical characterization of this compound typically involves NMR spectroscopy, mass spectrometry, and HPLC purity analysis, reflecting the precision required in quality control for pharmaceutical intermediates. The rise of machine learning in chemical analysis has also spurred interest in predictive modeling for its derivatives, correlating with frequent queries about computational chemistry tools.

In material science, 4-Bromo-2-hydrazino-1,3-benzothiazole contributes to organic semiconductors and coordination polymers, areas dominating academic discussions on next-gen electronics. Its electron-rich benzothiazole ring system supports charge transport properties, making it relevant to OLED development and sensor technologies—topics frequently searched alongside smart materials.

Safety protocols for handling this compound emphasize standard laboratory practices, avoiding any hazardous classifications. Its non-toxic profile under normal conditions makes it suitable for academic and industrial settings, resonating with concerns about lab safety standards and chemical handling guidelines.

The commercial availability of 4-Bromo-2-hydrazino-1,3-benzothiazole through certified suppliers ensures accessibility for global researchers. Market trends indicate rising procurement inquiries linked to custom synthesis services and bulk pharmaceutical ingredients, reflecting its expanding role in contract research organizations (CROs).

Future research directions may explore its bioconjugation potential for drug-delivery systems or catalytic asymmetric synthesis—areas generating buzz in medicinal chemistry forums. As synthetic methodologies evolve, this compound will likely remain pivotal in addressing structure-activity relationship (SAR) studies and fragment-based drug design.

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