Lot numbers can be found on the outside label of a product:
6-Chlorobenzo[d]thiazole-2-thiol
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CAS No. 51618-29-2
- Cat. No. CS-0155739
- Purity≥98%
- MDL No.MFCD00665746
*For research and further manufacturing use only, not for direct human use.
![6-Chlorobenzo[d]thiazole-2-thiol|CS-0155739](https://file.chemscene.com/productPIC/CS-0155739.gif)
Structure of 51618-29-2
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General Information
- CAS No. 51618-29-2
- Cat. No. CS-0155739
- Purity ≥98%
- MDL No. MFCD00665746
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₄ClNS₂
- Molecular Weight None
- Synonym(s) 6-chlorobenzothiazole-2-thiol
- SMILES C1=CC2=C(C=C1Cl)SC(=N2)S
Description
6-Chlorobenzo[d]thiazole-2-thiol features a reactive thiol group flanked by a chlorine-substituted benzothiazole scaffold, enabling direct coupling in cross-coupling and bioconjugation workflows. The electron-deficient ring system enhances nucleophilicity at the thiol site, supporting efficient derivatization under mild conditions. This bench-stable compound serves as a robust building block for heterocyclic synthesis and functional material design.
Application
6-Chlorobenzo[d]thiazole-2-thiol serves as a versatile building block in medicinal chemistry, enabling efficient access to bioactive heterocycles. Its thiol functionality facilitates palladium-catalyzed cross-coupling reactions and nucleophilic substitutions, while the chlorine substituent supports further functionalization via SNAr or transition-metal-mediated transformations. The molecule exhibits good bench stability and is compatible with common purification methods, making it well-suited for iterative synthesis campaigns in API development.
Synthesis
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Route1
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554-00-7 - ~93%
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In-stock
51618-29-2
References
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Hoechst A.G. Patent: US4431813 A1, 1984 ;
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Route2
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140-89-6
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554-00-7
- ~89%
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In-stock
51618-29-2
References
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Huang, Wei; Tan, Ying; Ding, Ming-Wu; Yang, Guang-Fu Synthetic Communications, 2007 , vol. 37, # 3 p. 369 - 376
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Route3
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In-stock
873-38-1 -
140-89-6
- ~82%
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In-stock
51618-29-2
References
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Franchini, Carlo; Muraglia, Marilena; Corbo, Filomena; Florio, Marco Antonio; Di Mola, Antonia; Rosato, Antonio; Matucci, Rosanna; Nesi, Marta; Van Bambeke, Francoise; Vitali, Cesare Archiv der Pharmazie, 2009 , vol. 342, # 10 p. 605 - 613
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335-H312-H332
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Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 12.89
- LogP 3.2384
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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