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CS-W001157 4
Total: USD 88.00

7-Chlorobenzo[d]thiazole-2(3H)-thione

  • CAS No. 1849-73-6

  • Cat. No. CS-0043083
  • Purity≥98%
  • MDL No.MFCD06408879

*For research and further manufacturing use only, not for direct human use.

7-Chlorobenzo[d]thiazole-2(3H)-thione|CS-0043083

Structure of 1849-73-6

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General Information

  • CAS No. 1849-73-6
  • Cat. No. CS-0043083
  • Purity ≥98%
  • MDL No. MFCD06408879
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄ClNS₂
  • Molecular Weight 201.70
  • Synonym(s) 7-Chloro-2-mercaptobenzothiazole
  • SMILES S=C1SC2=C(Cl)C=CC=C2N1

Description

7-Chlorobenzo[d]thiazole-2(3H)-thione features a fused benzothiazole core with a chloro substituent at the 7-position and a labile thione tautomer, enabling direct participation in nucleophilic addition reactions. This electron-deficient heterocycle serves as a key scaffold for synthesizing bioactive compounds and functional materials.

Application

7-Chlorobenzo[d]thiazole-2(3H)-thione serves as a versatile building block in heterocyclic synthesis, enabling efficient construction of thiazole-based scaffolds through established coupling and functionalization protocols. Its chlorine substituent provides a reliable handle for palladium-catalyzed cross-coupling reactions, while the thione functionality offers moderate reactivity under standard conditions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative medicinal chemistry campaigns and process-scale applications.

Synthesis

  • Route1
    • null|null
      140-89-6
    • null|null
      608-27-5
    • ~91%
    • In-stock
      7-Chlorobenzo[d]thiazole-2(3H)-thione|CS-0043083
      1849-73-6

    References

    • Zhang, Lin; Fan, Junhua; Vu, Khang; Hong, Kevin; Le Brazidec, Jean-Yves; Shi, Jiandong; Biamonte, Marco; Busch, David J.; Lough, Rachel E.; Grecko, Roy; Ran, Yingqing; Sensintaffar, John L.; Kamal, Adeela; Lundgren, Karen; Burrows, Francis J.; Mansfield, Robert; Timony, Gregg A.; Ulm, Edgar H.; Kasibhatla, Srinivas R.; Boehm, Marcus F. Journal of Medicinal Chemistry, 2006 , vol. 49, # 17 p. 5352 - 5362
  • Route2
    • null|null
      28563-38-4
    • null|null
      608-27-5
    • ~88%
    • In-stock
      7-Chlorobenzo[d]thiazole-2(3H)-thione|CS-0043083
      1849-73-6

    References

    • Zhu, Lei; Zhang, Mingbao; Dai, Miao Journal of Heterocyclic Chemistry, 2005 , vol. 42, # 4 p. 727 - 730
  • Route3
    • null|null
      3209-22-1
    • ~%
    • In-stock
      7-Chlorobenzo[d]thiazole-2(3H)-thione|CS-0043083
      1849-73-6

    References

    • Zeneca Limited Patent: US5451594 A1, 1995 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   15.79
  • LogP   3.61229
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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