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CS-W001157 4
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2-Amino-6-bromobenzaldehyde

  • CAS No. 135484-74-1

  • Cat. No. CS-0042675
  • Purity≥95%
  • MDL No.None

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

2-Amino-6-bromobenzaldehyde|CS-0042675

Structure of 135484-74-1

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General Information

  • CAS No. 135484-74-1
  • Cat. No. CS-0042675
  • Purity ≥95%
  • MDL No. None
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrNO
  • Molecular Weight 200.03
  • Synonym(s) 3-Bromo-2-formylaniline
  • SMILES O=CC1=C(Br)C=CC=C1N

Description

2-Amino-6-bromobenzaldehyde features a brominated aromatic ring paired with electron-donating amino and aldehyde functionalities, enabling direct integration into cross-coupling and condensation reactions. This bench-stable compound serves as a key building block for synthesizing fluorescent probes, pharmaceutical intermediates, and functional dyes under standard conditions.

Application

2-Amino-6-bromobenzaldehyde serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted quinolines and benzimidazoles via condensation and cyclization protocols. Its ortho-amino and bromo groups offer complementary reactivity for sequential functionalization, while the aldehyde moiety facilitates imine formation and further derivatization. The compound exhibits good bench stability and is readily purified by crystallization or column chromatography, supporting its use in scalable medicinal chemistry campaigns.

Synthesis

  • Route1

    References

    • Journal of the American Chemical Society, , vol. 125, # 8 p. 2084 - 2093
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 125, # 8 p. 2084 - 2093
  • Route3

    References

    • Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , # 6 p. 1565 - 1569

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   1.8438
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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