[4-(1,3-Benzothiazol-2-yl)phenyl]amine

Name: [4-(1,3-Benzothiazol-2-yl)phenyl]amine
Brand: ChemScene
Availability: InStock
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CAS No. 6278-73-5
Cat. No. CS-0071574
Molecule weightNone
Purity≥98%
MDL No.MFCD00182896

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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[4-(1,3-Benzothiazol-2-yl)phenyl]amine|CS-0071574

Structure of 6278-73-5

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General Information

CAS No. 6278-73-5
Cat. No. CS-0071574
Purity ≥98%
MDL No. MFCD00182896
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₀N₂S
Molecular Weight None
Synonym(s) 4-(2-Benzothiazolyl)aniline
SMILES NC1=CC=C(C=C1)C2=NC(C=CC=C3)=C3S2

Description

This boronate moiety integrates a 4-(1,3-benzothiazol-2-yl)phenylamine scaffold featuring a conjugated system that enhances electron delocalization. The nitrogen-rich heterocycle imparts strong coordinating ability and stabilizes transition states in cross-coupling reactions. Designed for synthetic efficiency, this compound enables direct functionalization under mild conditions.

Application

[4-(1,3-Benzothiazol-2-yl)phenyl]amine serves as a versatile building block in medicinal chemistry, enabling the synthesis of biologically active heterocyclic scaffolds. Its structure combines an electron-rich aryl amine with a fused benzothiazole moiety, offering enhanced stability and compatibility in coupling reactions. The molecule facilitates efficient C–N and C–C bond formations under standard conditions, supports orthogonal functionalization, and is well-suited for downstream derivatization in API development workflows.

Synthesis

Route1
- 22868-34-4
- ~97%
- In-stock
  
  6278-73-5
References
- SANTEN PHARMACEUTICAL CO., LTD. Patent: WO2006/22442 A1, 2006 ; Location in patent: Page/Page column 56 ;
Route2
- 150-13-0
- 137-07-5
- ~89%
- In-stock
  
  6278-73-5
References
- Lin, Guo-Wu; Wang, Yue; Jin, Qiao-Mei; Yang, Tao-Tao; Song, Jie-Mei; Lu, Yi; Huang, Qing-Jie; Song, Ke; Zhou, Jun; Lu, Tao Inorganica Chimica Acta, 2012 , vol. 382, # 1 p. 35 - 42
Route3
- 1037144-83-4
- ~66%
- In-stock
  
  6278-73-5
References
- Ma, Dawei; Xue, Peng; Jiang, Yongwen; Xie, Siwei; Zhang, Xiaojing; Dong, Jinhua Angewandte Chemie, International Edition, 2009 , vol. 48, # 23 p. 4222 - 4225

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H319
Precautionary Statements : P264-P280-P305+P351+P338-P337+P313

Quality Control

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Computational Chemistry Data

TPSA 38.91
LogP 3.5455
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Material Science Material Composite Block Small Molecule Semiconductor Synthesis Building Block

Key Words

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[4-(1,3-Benzothiazol-2-yl)phenyl]amine

CAS No. 6278-73-5

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