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CS-W001157 4
Total: USD 88.00

2-Bromothiazole

  • CAS No. 3034-53-5

  • Cat. No. CS-W001223
  • Purity≥98%
  • MDL No.MFCD00005316

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

2-Bromothiazole|CS-W001223

Structure of 3034-53-5

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General Information

  • CAS No. 3034-53-5
  • Cat. No. CS-W001223
  • Purity ≥98%
  • MDL No. MFCD00005316
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₂BrNS
  • Molecular Weight 164.02
  • Synonym(s) None
  • SMILES Brc1nccs1

Description

2-Bromothiazole was used to N-arylate 5- and 7-azaindoles. 2-Bromothiazole was also used as starting reagent in the synthesis of:2-cyanothiazole via cpper-catalyzed cyanation 2,4,5-trisubstituted thiazolesnovel electron-deficient fused pyrrolo[3,2-d:4,5-d]bisthiazole3-(2-thiazoyl)indoles

Application

2-Bromothiazole serves as a versatile heterocyclic building block in synthetic organic chemistry, enabling direct functionalization at the thiazole ring via palladium-catalyzed cross-coupling reactions. Its bromine substituent facilitates Suzuki, Stille, and Negishi couplings with high efficiency and selectivity, making it valuable for constructing complex pharmaceutical scaffolds. The compound exhibits good bench stability and compatibility with common protecting groups, supporting its use in multi-step syntheses.

Synthesis

  • Route1

    References

    • Grubb, Alan M.; Schmidt, Michael J.; Seed, Alexander J.; Sampson, Paul Synthesis, 2012 , vol. 44, # 7 p. 1026 - 1029
  • Route2
    • null|null
      288-47-1
    • ~%
    • In-stock
      2-Bromothiazole|CS-W001223
      3034-53-5

    References

    • Zhurnal Obshchei Khimii, , vol. 27, p. 726,728; engl. Ausg. S. 799, 801
  • Route3
    • null|null
      288-47-1
    • ~10%
    • In-stock
      2-Bromothiazole|CS-W001223
      3034-53-5
    • In-stock
      2,5-Dibromothiazole|CS-D0930
      4175-78-4

    References

    • Chemistry of Heterocyclic Compounds (New York, NY, United States), , vol. 22, # 6 p. 663 - 666 Khimiya Geterotsiklicheskikh Soedinenii, , vol. 22, # 6 p. 837 - 840

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   12.89
  • LogP   1.9056
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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