2-Amino-5-chlorobenzaldehyde

Name: 2-Amino-5-chlorobenzaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 20028-53-9
Cat. No. CS-W007919
Purity≥97%
MDL No.MFCD02093936

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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 20028-53-9

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General Information

CAS No. 20028-53-9
Cat. No. CS-W007919
Purity ≥97%
MDL No. MFCD02093936
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆ClNO
Molecular Weight 155.58
Synonym(s) 5-Chloroanthranilaldehyde
SMILES NC1=CC=C(Cl)C=C1C=O

Description

2-Amino-5-chlorobenzaldehyde features a para-chlorinated benzene ring bearing both an amino group and a formyl moiety, enabling direct coupling in cross-coupling reactions. This electron-deficient aldehyde integrates readily into pharmaceutical intermediates and functional materials, offering high reactivity under standard conditions.

Application

2-Amino-5-chlorobenzaldehyde serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling efficient access to substituted quinoline and benzimidazole scaffolds. Its dual functionality—electron-rich amine and reactive aldehyde—facilitates straightforward condensation reactions, including reductive amination and Schiff base formation, with high functional group tolerance. The molecule exhibits good bench stability and is readily purified via recrystallization, making it well-suited for scalable synthesis workflows.

Synthesis

Route1
- In-stock
  
  6628-86-0
- ~72%
- In-stock
  
  20028-53-9
References
- Organic Letters, , vol. 12, # 23 p. 5502 - 5505
Route2
- 106-47-8
- 68-12-2
- ~%
- In-stock
  
  20028-53-9
References
- Heterocyclic Communications, , vol. 12, # 6 p. 481 - 484
Route3
- In-stock
  
  37585-25-4
- ~10%
- In-stock
  
  20028-53-9
References
- WO2010/37533 A1, ; Page/Page column 45 ;

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 43.09
LogP 1.7347
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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2-Amino-5-chlorobenzaldehyde

CAS No. 20028-53-9

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