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CS-W001157 4
Total: USD 88.00

5-Bromothiazol-2-amine

  • CAS No. 3034-22-8

  • Cat. No. CS-W001219
  • Purity≥95%
  • MDL No.MFCD00016893

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

5-Bromothiazol-2-amine|CS-W001219

Structure of 3034-22-8

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General Information

  • CAS No. 3034-22-8
  • Cat. No. CS-W001219
  • Purity ≥95%
  • MDL No. MFCD00016893
  • Storage -20°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₃BrN₂S
  • Molecular Weight 179.04
  • Synonym(s) None
  • SMILES BrC=1SC(=NC1)N

Description

5-Bromothiazol-2-amine delivers a brominated thiazole scaffold with a primary amine at the 2-position, enabling direct coupling in cross-coupling and bioconjugation workflows. The electron-deficient ring facilitates nucleophilic substitution, while the amine group offers a handle for derivatization. This bench-stable compound integrates readily into medicinal chemistry libraries and functional materials.

Application

5-Bromothiazol-2-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of thiazole-based scaffolds via cross-coupling and nucleophilic substitution reactions. Its bromine substituent facilitates palladium-catalyzed transformations, while the amino group offers direct derivatization potential. The compound exhibits good bench stability and is readily purified by recrystallization, supporting its use in scalable synthesis of bioactive heterocycles.

Synthesis

  • Route1

    References

    • WO2004/72066 A1, ; Page 33-34 ; WO 2004/072066 A1
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 68, p. 453,457
  • Route3

    References

    • Pharmazie, , vol. 3, p. 488,490 Recueil des Travaux Chimiques des Pays-Bas, , vol. 73, p. 325,329 Bulletin de la Societe Chimique de France, , p. 1048,1052 Ann. Rep. Res. Inst. Tuberc. Kanazawa Univ.Chem.Abstr., , vol. 11, # 2 p. 39,41 Ann. Rep. Res. Inst. Tuberc. Kanazawa Univ.Chem.Abstr., , p. 8251

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

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   1.4878
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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