2-Bromo-6-chlorobenzothiazole

Name: 2-Bromo-6-chlorobenzothiazole
Brand: ChemScene
Availability: InStock
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CAS No. 3507-17-3
Cat. No. CS-0019160
Purity≥97%
MDL No.MFCD07783781

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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-Bromo-6-chlorobenzothiazole|CS-0019160

Structure of 3507-17-3

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General Information

CAS No. 3507-17-3
Cat. No. CS-0019160
Purity ≥97%
MDL No. MFCD07783781
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃BrClNS
Molecular Weight 248.53
Synonym(s) 2-Bromo-6-Chloro-Benzothiazole
SMILES ClC1=CC=C2N=C(Br)SC2=C1

Description

2-Bromo-6-chlorobenzothiazole features a fused benzothiazole core bearing bromo and chloro substituents at adjacent positions, enabling direct functionalization in cross-coupling reactions. The electron-deficient aromatic system enhances reactivity in palladium-catalyzed transformations, while the bench-stable crystalline form simplifies handling and storage under standard conditions.

Application

2-Bromo-6-chlorobenzothiazole serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromine site undergoes efficient Suzuki, Stille, and Negishi couplings, while the chlorine remains inert under standard conditions, allowing for sequential functionalization. Its bench-stable crystalline form facilitates handling and purification, making it ideal for constructing complex pharmaceutical and agrochemical scaffolds.

Synthesis

Route1
- In-stock
  
  95-24-9
- ~66%
- In-stock
  
  3507-17-3
References
- Setoguchi, Masaki; Iimura, Shin; Sugimoto, Yuuichi; Yoneda, Yoshiyuki; Chiba, Jun; Watanabe, Toshiyuki; Muro, Fumihito; Iigo, Yutaka; Takayama, Gensuke; Yokoyama, Mika; Taira, Tomoe; Aonuma, Misato; Takashi, Tohru; Nakayama, Atsushi; MacHinaga, Nobuo Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 3 p. 1201 - 1212
Route2
- In-stock
  
  95-24-9
- 7787-70-4
- ~66%
- In-stock
  
  3507-17-3
References
- DAIICHI PHARMACEUTICAL CO., LTD. Patent: EP1346982 A1, 2003 ;

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

Quality Control

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Computational Chemistry Data

TPSA 12.89
LogP 3.7122
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiazole compounds

Key Words

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2-Bromo-6-chlorobenzothiazole

CAS No. 3507-17-3

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