2-Chloro-6-nitrobenzo[d]thiazole

Name: 2-Chloro-6-nitrobenzo[d]thiazole
Brand: ChemScene
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CAS No. 2407-11-6
Cat. No. CS-W008116
Purity≥97%
MDL No.MFCD00022852

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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-Chloro-6-nitrobenzo[d]thiazole|CS-W008116

Structure of 2407-11-6

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General Information

CAS No. 2407-11-6
Cat. No. CS-W008116
Purity ≥97%
MDL No. MFCD00022852
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃ClN₂O₂S
Molecular Weight 214.63
Synonym(s) 2-Chloro-6-nitrobenzothiazole
SMILES ClC1=NC2=C(S1)C=C([N+]([O-])=O)C=C2

Description

2-Chloro-6-nitrobenzo[d]thiazole features a fused benzothiazole core bearing a chloro group at the 2-position and a nitro group at the 6-position, creating a highly electron-deficient scaffold. This configuration enables efficient coupling in transition-metal-catalyzed cross-coupling reactions, particularly in the synthesis of functionalized heterocycles for pharmaceutical and materials applications. The compound exhibits excellent stability under standard handling conditions.

Application

2-Chloro-6-nitrobenzo[d]thiazole serves as a versatile building block in heterocyclic synthesis, enabling efficient construction of biologically relevant scaffolds. Its chloro group facilitates palladium-catalyzed cross-coupling reactions, while the nitro functionality offers opportunities for selective reduction and subsequent derivatization. The molecule exhibits good bench stability and is compatible with common functional group manipulations, making it well-suited for iterative synthetic strategies in medicinal chemistry and materials science.

Synthesis

Route1
- In-stock
  
  615-20-3
- ~98%
- In-stock
  
  2407-11-6
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 15, # 14 p. 3328 - 3332
Route2
- In-stock
  
  6285-57-0
- ~95%
- In-stock
  
  2407-11-6
References
- US2007/281945 A1, ; Page/Page column 15 ; US 20070281945 A1
Route3
- In-stock
  
  615-20-3
- ~72%
- In-stock
  
  3622-38-6
- In-stock
  
  2407-11-6
References
- WO2004/37251 A1, ; Page/Page column 99; 100 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 56.03
LogP 2.8579
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiazole compounds

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2-Chloro-6-nitrobenzo[d]thiazole

CAS No. 2407-11-6

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