4,5,6,7-Tetrahydrobenzothiazole-2,6-diamine
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Chemical Product Description & Applications
4,5,6,7-Tetrahydrobenzothiazole-2,6-diamine is a racemic aminobenzothiazole intermediate with amino groups on the heterocyclic ring and the saturated ring. The 6-amino group provides a site for side-chain construction and formation of resolving salts, while the 2-amino function is retained in downstream aminobenzothiazole structures. The starting material contains both configurations at the ring stereocenter.
The selected identity is the free base associated with CAS 104617-49-4. It is used before isolation of a specified enantiomer or for synthesis of racemic derivatives. Resolution separates stereochemical selection from subsequent nitrogen functionalization, whereas derivatization of the unresolved material gives a racemic product series. This places the compound earlier in chiral pramipexole- or dexpramipexole-related routes than the individually specified S and R diamines.
Typical Applications
- Chiral diamine resolution: Used as the racemic starting material in resolution processes that isolate an S- or R-configured tetrahydrobenzothiazole diamine for subsequent synthesis.
- Racemic aminobenzothiazole derivatives: Used in nitrogen-functionalization sequences to prepare unresolved N-alkyl or N-acyl compounds for synthetic-route development and comparison with enantiomerically specified materials.
Specifications
| Parameter | Specification | Test Method |
|---|---|---|
| Appearance | Solid; color consistent with the reference sample | Visual inspection |
| Identification | Consistent with authenticated reference | FTIR fingerprint comparison |
| Chromatographic purity | ≥98.0 area% | HPLC with suitable UV or CAD detection |
| Total organic impurities | ≤2.0 area% | HPLC, area normalization |
| Largest individual impurity | ≤1.0 area% | HPLC, area normalization |
| Water | ≤1.0% w/w | Karl Fischer titration |
Specifications describe the standard grade. Tolerance, test method and documentation package are confirmed per order.
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