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CS-W001157 4
Total: USD 88.00

4-(1H-Benzo[d]imidazol-2-yl)aniline

  • CAS No. 2963-77-1

  • Cat. No. CS-0072898
  • Purity≥98%
  • MDL No.None

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

4-(1H-Benzo[d]imidazol-2-yl)aniline|CS-0072898

Structure of 2963-77-1

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General Information

  • CAS No. 2963-77-1
  • Cat. No. CS-0072898
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₁N₃
  • Molecular Weight 209.25
  • Synonym(s) 4-(1H-BENZOIMIDAZOL-2-YL)-PHENYLAMINE
  • SMILES NC1=CC=C(C=C1)C2=NC(C=CC=C3)=C3N2

Description

4-(1H-Benzo[d]imidazol-2-yl)aniline integrates a benzimidazole heterocycle with an aniline moiety, delivering a planar, electron-rich scaffold ideal for conjugated systems. This robust, bench-stable compound features a polar amine group enabling hydrogen bonding and facilitates coupling reactions in pharmaceutical and materials synthesis.

Application

4-(1H-Benzo[d]imidazol-2-yl)aniline serves as a versatile building block for heterocyclic synthesis, enabling efficient construction of biologically relevant scaffolds. Its dual functionality—aromatic amine and benzimidazole moiety—facilitates palladium-catalyzed cross-couplings, electrophilic substitutions, and direct functionalization reactions. The compound exhibits excellent bench stability and ease of purification, making it well-suited for medicinal chemistry campaigns and process development in API synthesis.

Synthesis

  • Route1
    • 4-Aminobenzoic acid Conivaptan Impurity|CS-0213989
      150-13-0
    • null|null
      95-54-5
    • ~94%
    • In-stock
      4-(1H-Benzo[d]imidazol-2-yl)aniline|CS-0072898
      2963-77-1

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 55, # 1 p. 115 - 117
  • Route2
    • 2-(4-Nitrophenyl)-1H-benzimidazole|CS-0212933
      729-13-5
    • ~91%
    • In-stock
      4-(1H-Benzo[d]imidazol-2-yl)aniline|CS-0072898
      2963-77-1

    References

    • Tetrahedron, , vol. 63, # 9 p. 1970 - 1980
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 42, # 13 p. 2441 - 2446

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-H319
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   54.7
  • LogP   2.8121
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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