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Methyl 6-bromobenzo[d]thiazole-2-carboxylate

  • CAS No. 1187928-41-1

  • Cat. No. CS-W005826
  • Purity≥98%
  • MDL No.MFCD12913873

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

Methyl 6-bromobenzo[d]thiazole-2-carboxylate|CS-W005826

Structure of 1187928-41-1

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General Information

  • CAS No. 1187928-41-1
  • Cat. No. CS-W005826
  • Purity ≥98%
  • MDL No. MFCD12913873
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆BrNO₂S
  • Molecular Weight 272.12
  • Synonym(s) Methyl 6-bromo-1,3-benzothiazole-2-carboxylate
  • SMILES COC(=O)C1=NC2=C(S1)C=C(Br)C=C2

Description

Methyl 6-bromobenzo[d]thiazole-2-carboxylate features a brominated benzo[d]thiazole core with a methyl ester at the 2-position, enabling direct functionalization in cross-coupling reactions. The electron-deficient heterocycle facilitates palladium-catalyzed transformations, while the ester group offers a handle for downstream derivatization. This bench-stable reagent integrates efficiently into synthetic routes requiring halogenated heteroaromatics.

Application

Methyl 6-bromobenzo[d]thiazole-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine handle. The benzo[d]thiazole core provides structural rigidity and electronic properties valuable for medicinal chemistry applications. Its methyl ester functionality allows for selective hydrolysis or further derivatization, while the molecule exhibits excellent bench stability and ease of purification—key attributes for scalable synthetic workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H319
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   39.19
  • LogP   2.8454
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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