4-Bromobenzo[d]thiazol-5-amine

Name: 4-Bromobenzo[d]thiazol-5-amine
Brand: ChemScene
Availability: InStock
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CAS No. 769-19-7
Cat. No. CS-0041868
Purity≥98%
MDL No.MFCD05865268

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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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4-Bromobenzo[d]thiazol-5-amine|CS-0041868

Structure of 769-19-7

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General Information

CAS No. 769-19-7
Cat. No. CS-0041868
Purity ≥98%
MDL No. MFCD05865268
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrN₂S
Molecular Weight 229.10
Synonym(s) 5-Benzothiazolamine, 4-bromo-
SMILES NC1=CC=C(SC=N2)C2=C1Br

Description

4-Bromobenzo[d]thiazol-5-amine features a brominated benzothiazole core with a strategically positioned amino group, enabling direct coupling in cross-coupling reactions. The electron-deficient heterocycle facilitates palladium-catalyzed transformations, while the amine serves as a handle for derivatization. This scaffold delivers high functional group tolerance and stability under standard conditions.

Application

4-Bromobenzo[d]thiazol-5-amine serves as a versatile building block for the synthesis of biologically active heterocycles and pharmaceutical intermediates. Its bromine and amine functionalities enable efficient Suzuki-Miyaura and Buchwald-Hartwig couplings, facilitating rapid diversification in medicinal chemistry campaigns. The compound exhibits good bench stability and is readily purified by recrystallization or chromatography, making it well-suited for scalable, high-throughput synthetic workflows.

Synthesis

Route1
- In-stock
  
  1123-93-9
- ~%
- In-stock
  
  769-19-7
References
- Journal of the Chemical Society, , p. 2248 - 2250
Route2
- In-stock
  
  2942-07-6
- ~%
- In-stock
  
  769-19-7
References
- WO2013/142266 A1, ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 38.91
LogP 2.641
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiazole compounds

Key Words

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4-Bromobenzo[d]thiazol-5-amine

CAS No. 769-19-7

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