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Description
TCI C2189 3-Chloro-4-morpholino-1,2,5-thiadiazole is a heterocyclic compound that combines a 1,2,5-thiadiazole ring with a morpholino group and a chlorine atom at adjacent positions. It is classified as a heterocyclic building block and is widely recognised as a key intermediate in the synthesis of beta-blocker class compounds, particularly timolol. In the laboratory, its role is to supply a thiadiazole core that is already correctly functionalised, so that researchers do not have to construct this heterocyclic ring from scratch through a long, sensitive reaction sequence that often gives unsatisfactory yields.
The property that makes this compound so useful is the reactivity of its chlorine atom towards nucleophilic aromatic substitution. The 1,2,5-thiadiazole ring is strongly electron-deficient, and the morpholino group at the adjacent position helps stabilise the reaction intermediate, so the chlorine atom is readily displaced by oxygen, nitrogen or sulfur nucleophiles under relatively mild conditions. The reaction proceeds selectively at one position only, because the other position is already occupied by the morpholino group. As a solid, the compound is stable under ordinary storage conditions.
In Indonesian laboratories, this building block is typically used by university research groups, pharmaceutical chemistry laboratories and analytical development units that work on beta-blocker chemistry and related heterocyclic systems. It suits settings where a reliable, ready-functionalised starting material shortens a synthetic route and reduces the number of steps that must be validated. Groups preparing reference materials, teaching advanced organic synthesis, or carrying out method development work also draw on it for its predictable substitution behaviour.
Laboratory Applications
- Timolol synthesis research: the compound serves as the key intermediate for beta-blocker preparation, providing the correctly substituted thiadiazole core that the target molecule requires.
- Nucleophilic aromatic substitution studies: the electron-deficient ring and activated chlorine atom allow displacement by oxygen, nitrogen or sulfur nucleophiles under relatively mild laboratory conditions.
- Heterocyclic building block chemistry: researchers use it to introduce a preformed 1,2,5-thiadiazole unit instead of assembling the ring through long and sensitive multi-step sequences.
- Pharmaceutical intermediate preparation: its established role in beta-blocker class chemistry makes it suitable for laboratories developing or reproducing routes to related active compounds.
- Regioselective functionalisation work: because the neighbouring position already carries the morpholino group, substitution occurs at a single defined site, giving predictable and clean reaction outcomes.
Specifications
- Brand: TCI
- CAS number: 30165-96-9
- Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
- Pack sizes: available in the standard catalogue pack sizes offered by TCI for this item
- Physical form: solid
- Storage: stable under ordinary storage conditions for solid reagents
Handling and Storage
Store the material in its original tightly closed container in a cool, dry and well-ventilated place, away from heat sources, direct sunlight and incompatible chemicals. Amber glass or the supplier's original packaging is suitable, and containers should be kept properly labelled and closed when not in use. Handle the solid in a fume hood, using gloves, safety glasses and a laboratory coat, and avoid generating or inhaling dust during weighing and transfer. Use clean, dry spatulas to prevent contamination and moisture uptake, close the container promptly after each use, and dispose of residues and contaminated materials according to the applicable laboratory chemical waste procedures. Always consult the manufacturer's safety data sheet before handling.
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