2-Chloro-7-nitro-1,3-benzothiazole

Name: 2-Chloro-7-nitro-1,3-benzothiazole
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 2942-22-5
Cat. No. CS-0060622
Purity≥98%
MDL No.MFCD09749259

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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-7-nitro-1,3-benzothiazole|CS-0060622

Structure of 2942-22-5

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General Information

CAS No. 2942-22-5
Cat. No. CS-0060622
Purity ≥98%
MDL No. MFCD09749259
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃ClN₂O₂S
Molecular Weight 214.63
Synonym(s) Benzothiazole, 2-chloro-7-nitro- (7CI,8CI,9CI)
SMILES C1=CC2=C(C(=C1)[N+](=O)[O-])SC(=N2)Cl

Description

2-Chloro-7-nitro-1,3-benzothiazole features a fused heterocyclic core bearing both chloro and nitro substituents at distinct positions, enabling selective functionalization in synthetic routes. The electron-deficient aromatic system enhances reactivity in nucleophilic substitution processes, while the bench-stable crystalline form facilitates handling under standard conditions.

Application

2-Chloro-7-nitro-1,3-benzothiazole serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the 2-position via palladium-catalyzed cross-coupling. The electron-deficient benzothiazole core enhances reactivity in nucleophilic substitution, while the ortho-chloro and meta-nitro groups provide orthogonal handles for sequential transformations. Bench-stable and readily purified by flash chromatography, it facilitates efficient access to substituted benzothiazoles relevant to medicinal chemistry and agrochemical research.

Synthesis

Route1
- In-stock
  
  89793-81-7
- ~73%
- In-stock
  
  2942-22-5
References
- TAKEDA PHARMACEUTICAL COMPANY LIMITED Patent: WO2005/44793 A2, 2005 ; Location in patent: Page/Page column 104 ; WO 2005/044793 A2
Route2
- In-stock
  
  615-20-3
- ~23%
- In-stock
  
  2942-22-5
- In-stock
  
  2407-11-6
- 3507-30-0
References
- JANSSEN PHARMACEUTICA, N.V. Patent: WO2007/121154 A2, 2007 ; Location in patent: Page/Page column 38 ; WO 2007/121154 A2

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 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

Key Words

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2-Chloro-7-nitro-1,3-benzothiazole

CAS No. 2942-22-5

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