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CS-W001157 4
Total: USD 88.00

2-Amino-5-bromobenzothiazole

  • CAS No. 20358-03-6

  • Cat. No. CS-D0322
  • Purity≥97%
  • MDL No.MFCD00577806

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

2-Amino-5-bromobenzothiazole|CS-D0322

Structure of 20358-03-6

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General Information

  • CAS No. 20358-03-6
  • Cat. No. CS-D0322
  • Purity ≥97%
  • MDL No. MFCD00577806
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrN₂S
  • Molecular Weight 229.10
  • Synonym(s) 5-bromobenzo[d]thiazol-2-amine
  • SMILES NC1=NC2=CC(Br)=CC=C2S1

Description

2-Amino-5-bromobenzothiazole features a bromine substituent at the 5-position and a primary amine at the 2-position, enabling facile functionalization. The fused benzothiazole core provides rigidity and enhanced electron density, supporting applications in medicinal chemistry and materials synthesis. This bench-stable compound integrates readily into heterocyclic scaffolds under standard conditions.

Application

2-Amino-5-bromobenzothiazole serves as a versatile building block for the synthesis of biologically active heterocycles and pharmaceutical intermediates. The bromo group enables palladium-catalyzed cross-coupling reactions, while the amino functionality offers opportunities for acylation, sulfonation, and further functionalization. Its stability under standard reaction conditions and ease of purification make it well-suited for use in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • (3-bromophenyl)thiourea|CS-0037768
      21327-14-0
    • ~67%
    • In-stock
      2-Amino-5-bromobenzothiazole|CS-D0322
      20358-03-6

    References

    • Medicinal Chemistry Research, , vol. 21, # 7 p. 1136 - 1148
  • Route2
    • 1-(2,5-Dibromophenyl)thiourea|CS-0456395
      854890-84-9
    • ~16%
    • In-stock
      2-Amino-5-bromobenzothiazole|CS-D0322
      20358-03-6

    References

    • WO2009/74812 A1, ; Page/Page column 16; 17 ; WO 2009/074812 A1
  • Route3
    • (3-bromophenyl)thiourea|CS-0037768
      21327-14-0
    • ~%
    • In-stock
      2-Amino-5-bromobenzothiazole|CS-D0322
      20358-03-6
    • In-stock
      7-Bromobenzo[d]thiazol-2-amine|CS-0038098
      20358-05-8

    References

    • WO2013/43001 A1, ; Paragraph 838; 839 ;

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 : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   2.641
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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