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Description
TCI D4343 4,5,6,7-Tetrahydro-1,3-benzothiazole-2,6-diamine is a hydrogenated heterocyclic building block that combines a benzothiazole core with a saturated cyclohexane ring and two amine groups at the 2 and 6 positions. This structure makes it a valuable starting material for synthetic chemists, particularly in the construction of aminothiazole-based active molecules. In the laboratory, the compound serves as a base scaffold that can be elaborated through alkylation, acylation, or reductive amination to generate libraries of derivative compounds. The combination of an electron-rich thiazole ring with a secondary aliphatic amine provides a degree of reaction flexibility rarely found in ordinary aromatic building blocks.
The property that makes this material a frequent choice is the presence of two amine groups with markedly different chemical environments. The amine at position 2 is attached directly to the thiazole ring and behaves as a weaker nucleophile, while the amine at position 6 sits on the saturated ring and behaves like a conventional aliphatic amine. This difference allows selective functionalisation without complicated protection strategies, saving steps and reducing losses across a synthetic route. In addition, the tetrahydro ring gives the molecule a three-dimensional character, a feature increasingly valued in modern building block selection.
In Indonesian laboratories, this building block is typically used in synthetic organic chemistry groups at universities and research institutes, as well as in pharmaceutical and fine chemical development work. It is normally handled at the milligram to gram scale on a research bench, weighed out for small-scale reactions, and stored between uses as part of a building block collection. Researchers working on aminothiazole chemistry generally keep it alongside related heterocyclic intermediates for exploratory route development and derivative synthesis.
Laboratory Applications
- Aminothiazole derivative synthesis — the intact 2-aminothiazole motif provides a ready-made pharmacophore fragment, so chemists can build target molecules without first constructing the heterocyclic core themselves.
- Selective mono-functionalisation studies — the two amines differ sharply in nucleophilicity, allowing researchers to derivatise one position at a time and study reaction selectivity without elaborate protecting group sequences.
- Compound library preparation — the scaffold accepts alkylation, acylation, and reductive amination, making it well suited to generating families of related derivatives from a single common starting material.
- Three-dimensional scaffold exploration — the saturated tetrahydro ring introduces sp3 character and conformational shape, supporting medicinal chemistry work that seeks alternatives to flat, fully aromatic building blocks.
- Synthetic route development and teaching — its predictable dual-amine reactivity makes it a useful substrate for method development, optimisation trials, and advanced graduate-level training in heterocyclic synthesis.
Specifications
- Brand: TCI (Tokyo Chemical Industry)
- CAS Number: 104617-49-4
- Chemical Name: 4,5,6,7-Tetrahydro-1,3-benzothiazole-2,6-diamine
- Product Code: D4343
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Pack Sizes: available in standard TCI research-scale packaging; please confirm the current pack options when ordering
- Storage: keep in the tightly closed original container, protected from light and moisture
Handling and Storage
Store the material in its original tightly closed container, in a cool, dry, well-ventilated area away from direct sunlight, moisture, and incompatible reagents. Amine-containing building blocks are best kept sealed to limit exposure to air and humidity; where a chemist works with the material regularly, transferring small working portions into a clean, dry, labelled vial helps preserve the bulk stock. Handle in a fume hood using standard laboratory personal protective equipment, including safety glasses, gloves, and a laboratory coat, and avoid inhalation of dust and contact with skin or eyes. Weigh and transfer with clean, dry spatulas to prevent cross-contamination, close the container immediately after use, and consult the manufacturer's safety data sheet before first handling. Dispose of residues and contaminated materials according to applicable institutional and local chemical waste regulations.
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