For chemists and researchers engaged in organic synthesis, selecting the right starting materials and intermediates is crucial for achieving desired molecular structures and optimizing reaction efficiencies. 5-Amino-1,3,4-thiadiazole-2-thiol (CAS 2349-67-9) is a versatile compound that offers significant potential due to its unique heterocyclic structure and reactive functional groups. This article provides expert insights into its applications and considerations for its effective use in synthesis.

Understanding the Reactivity of 5-Amino-1,3,4-thiadiazole-2-thiol

5-Amino-1,3,4-thiadiazole-2-thiol (C2H3N3S2, MW: 133.20) is a bifunctional molecule. The thiol (-SH) group is nucleophilic and can readily undergo S-alkylation, S-acylation, or participate in disulfide bond formation. The amino (-NH2) group, being a primary amine, can be involved in nucleophilic additions, amide formation, Schiff base formation, and other typical amine reactions. This dual reactivity makes it an excellent scaffold for building complex molecular architectures.

Key Synthetic Applications and Strategies:

  • Pharmaceutical Building Block: The thiadiazole moiety is present in various biologically active compounds, including antimicrobial, anti-inflammatory, and anticancer agents. Chemists often buy 5-Amino-1,3,4-thiadiazole-2-thiol to synthesize novel drug candidates by modifying its amino or thiol groups to introduce diverse pharmacophores. For example, alkylating the thiol group with halogenated alkyls or acylating the amine can lead to new derivatives.
  • Heterocyclic Synthesis: This compound is an excellent starting point for constructing fused heterocyclic systems or introducing the thiadiazole ring into larger molecules. Its reaction with bifunctional electrophiles can lead to new ring systems, expanding the library of heterocyclic compounds available for screening.
  • Ligand Design: The presence of sulfur and nitrogen atoms makes it a potential chelating ligand for transition metals. Researchers might explore its use in developing catalysts or metal complexes with specific electronic or magnetic properties.
  • Material Science Exploration: The sulfur and nitrogen atoms can also contribute to interactions within supramolecular assemblies or polymer matrices, suggesting potential applications in functional materials, though further research in this area is ongoing.

Tips for Successful Synthesis:

  • Solvent Choice: Given its insolubility in water, consider polar aprotic solvents like DMF, DMSO, or acetonitrile for reactions involving the thiol or amino groups.
  • Base Selection: For reactions at the thiol group (e.g., alkylation), a mild base like potassium carbonate or triethylamine is often sufficient to deprotonate the thiol.
  • Protection Strategies: Depending on the desired reaction, selective protection of either the amino or thiol group might be necessary to achieve regioselectivity.

Reliable Sourcing for Your Projects

To ensure successful and reproducible synthesis, it is vital to procure 5-Amino-1,3,4-thiadiazole-2-thiol from a reliable manufacturer. Sourcing from a supplier that guarantees high purity (e.g., >98%) and provides comprehensive documentation, such as a COA, is essential. When you need to buy CAS 2349-67-9, look for suppliers with a strong reputation in the fine chemical industry. A dependable manufacturer will offer technical support and consistent product quality, enabling you to focus on your synthesis objectives.

NINGBO INNO PHARMCHEM CO.,LTD. is a leading manufacturer and supplier committed to providing high-quality chemical intermediates like 5-Amino-1,3,4-thiadiazole-2-thiol. We offer expert support and reliable sourcing to meet your synthetic needs. Contact us today for pricing and to discuss your project requirements.