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CS-W001157 4
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2-Amino-6-chlorobenzaldehyde

  • CAS No. 35490-90-5

  • Cat. No. CS-W021575
  • Purity≥95%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

2-Amino-6-chlorobenzaldehyde|CS-W021575

Structure of 35490-90-5

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General Information

  • CAS No. 35490-90-5
  • Cat. No. CS-W021575
  • Purity ≥95%
  • MDL No. None
  • Storage -20°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆ClNO
  • Molecular Weight 155.58
  • Synonym(s) None
  • SMILES O=CC1=C(Cl)C=CC=C1N

Description

2-Amino-6-chlorobenzaldehyde features a chlorinated benzene ring bearing both amino and aldehyde functionalities, enabling direct incorporation into heterocyclic syntheses. The para-oriented electron-donating amino group enhances reactivity at the aldehyde site, facilitating efficient imine formation and subsequent cyclizations. This compound serves as a key building block in medicinal chemistry and materials science applications.

Application

2-Amino-6-chlorobenzaldehyde serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling efficient access to substituted quinazolines, benzimidazoles, and other nitrogen-containing scaffolds. Its compatibility with standard coupling reactions, combined with the ortho-directed reactivity of the amino and chloro groups, facilitates regioselective functionalization. Bench-stable and readily purified by recrystallization, it supports scalable synthesis workflows in API development.

Synthesis

  • Route1

    References

    • LIGAND PHARMACEUTICALS, INC. Patent: WO2006/10142 A2, 2006 ; Location in patent: Page/Page column 70; 71 ; WO 2006/010142 A2
  • Route2

    References

    • AMGEN INC. Patent: US2010/331306 A1, 2010 ; Location in patent: Page/Page column 38; 39 ;
  • Route3

    References

    • F. HOFFMANN-LA ROCHE AG Patent: WO2007/82809 A1, 2007 ; Location in patent: Page/Page column 7 ;

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   43.09
  • LogP   1.7347
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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