2-Bromo-4-chlorothiazole

Name: 2-Bromo-4-chlorothiazole
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 139670-03-4
Cat. No. CS-0035577
Purity≥97%
MDL No.MFCD14702713

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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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Structure of 139670-03-4

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General Information

CAS No. 139670-03-4
Cat. No. CS-0035577
Purity ≥97%
MDL No. MFCD14702713
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃HBrClNS
Molecular Weight 198.47
Synonym(s) 2-bromo-4-chloro-1,3-thiazole
SMILES C1=C(Cl)N=C(Br)S1

Description

2-Bromo-4-chlorothiazole is a heterocyclic building block featuring bromo and chloro substituents at adjacent positions on the thiazole ring. This configuration enables selective functionalization in cross-coupling reactions, offering high reactivity under palladium catalysis. The molecule exhibits excellent stability under standard bench conditions and integrates readily into complex molecular architectures.

Application

2-Bromo-4-chlorothiazole serves as a versatile heterocyclic building block for medicinal chemistry and agrochemical synthesis. Its complementary halogenation pattern enables selective cross-coupling reactions, including Suzuki-Miyaura and Stille couplings, with high functional group tolerance. The molecule exhibits excellent bench stability and facilitates efficient derivatization under standard catalytic conditions, making it well-suited for modular scaffold construction in target-oriented synthesis.

Synthesis

Route1
- 57314-10-0
- ~%
- In-stock
  
  139670-03-4
References
- Athmani, Salah; Bruce, Andrew; Iddon, Brian Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1992 , # 2 p. 215 - 219
Route2
- 57314-10-0
- ~%
- 139670-07-8
- In-stock
  
  139670-03-4
- In-stock
  
  4175-72-8
References
- Athmani, Salah; Bruce, Andrew; Iddon, Brian Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1992 , # 2 p. 215 - 219

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 12.89
LogP 2.559
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Key Words

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2-Bromo-4-chlorothiazole

CAS No. 139670-03-4

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