2-Bromobenzo[d]thiazole-6-carboxylic acid

Name: 2-Bromobenzo[d]thiazole-6-carboxylic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 22514-58-5
Cat. No. CS-W005489
Purity≥95%
MDL No.MFCD09266217

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2-Bromobenzo[d]thiazole-6-carboxylic acid|CS-W005489

Structure of 22514-58-5

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General Information

CAS No. 22514-58-5
Cat. No. CS-W005489
Purity ≥95%
MDL No. MFCD09266217
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄BrNO₂S
Molecular Weight 258.10
Synonym(s) 2-BROMO-6-BENZOTHIAZOLECARBOXYLIC ACID
SMILES BrC1=NC2=C(S1)C=C(C=C2)C(=O)O

Description

2-Bromobenzo[d]thiazole-6-carboxylic acid features a fused heterocyclic core with a bromine atom at the benzo ring and a carboxylic acid group at the thiazole C6 position. This combination enables direct functionalization in cross-coupling reactions and facilitates conjugation to biomolecules or polymer backbones under standard conditions. The molecule exhibits good stability and solubility in polar organic solvents, supporting its use in synthetic chemistry workflows.

Application

2-Bromobenzo[d]thiazole-6-carboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions at the bromine site. The carboxylic acid functionality provides a handle for derivatization via amide bond formation or esterification, supporting modular scaffold development. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for iterative medicinal chemistry campaigns and API intermediate synthesis.

Synthesis

Route1
- In-stock
  
  66947-92-0
- ~96%
- In-stock
  
  22514-58-5
References
- IRM LLC Patent: WO2008/124393 A1, 2008 ; Location in patent: Page/Page column 33-34 ; WO 2008/124393 A1
Route2
- In-stock
  
  1024583-33-2
- ~85%
- In-stock
  
  22514-58-5
References
- Huang, Shenlin; Liu, Zuosheng; Tian, Shin-Shay; Sandberg, Mark; Spalding, Tracy A.; Romeo, Russell; Iskandar, Maya; Wang, Zhiliang; Karanewsky, Donald; He, Yun Bioorganic and Medicinal Chemistry Letters, 2008 , vol. 18, # 7 p. 2324 - 2328

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 50.19
LogP 2.757
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiazole compounds

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2-Bromobenzo[d]thiazole-6-carboxylic acid

CAS No. 22514-58-5

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