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CS-W001157 4
Total: USD 88.00

4-(Phenylamino)-2-(phenylimino)-3-pentene

  • CAS No. 19164-92-2

  • Cat. No. CS-0087745
  • Molecule weight250.34
  • Purity≥95%
  • MDL No.None

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

4-(Phenylamino)-2-(phenylimino)-3-pentene|CS-0087745

Structure of 19164-92-2

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General Information

  • CAS No. 19164-92-2
  • Cat. No. CS-0087745
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₁₈N₂
  • Molecular Weight 250.34
  • Synonym(s) N-[1-Methyl-3-(phenylamino)-2-buten-1-ylidene]benzenamine, min.NacNac
  • SMILES C/C(NC1=CC=CC=C1)=C/C(C)=N/C2=CC=CC=C2

Description

4-(Phenylamino)-2-(phenylimino)-3-pentene features a conjugated enamine architecture with dual aryl substituents, enabling robust π-stacking and enhanced solubility in aromatic solvents. This stable scaffold integrates readily into transition-metal-catalyzed coupling systems and serves as a versatile precursor for heterocyclic synthesis under mild conditions.

Application

4-(Phenylamino)-2-(phenylimino)-3-pentene serves as a versatile intermediate in the synthesis of substituted quinoline and isoquinoline scaffolds. Its conjugated enamine-imine system enables facile electrophilic cyclization under mild conditions, offering high regioselectivity and functional group tolerance. The compound exhibits good bench stability and is readily purified by column chromatography, facilitating integration into multi-step synthetic sequences for pharmaceutical and agrochemical research.

Synthesis

  • Route1
    • null|null
      74497-02-2
    • null|null
      123-54-6
    • ~83%
    • 4-(Phenylamino)-2-(phenylimino)-3-pentene|CS-0087745
      19164-92-2

    References

    • Lee, Dong-Hwan; Kwon, Young-Jun; Jin, Myung-Jong Advanced Synthesis and Catalysis, 2011 , vol. 353, # 17 p. 3090 - 3094
  • Route2
    • null|null
      59487-13-7
    • ~%
    • 4-(Phenylamino)-2-(phenylimino)-3-pentene|CS-0087745
      19164-92-2

    References

    • Yoon, Saetbyeol; Lee, Byoungki; Lee, EungJoon; Lee, Ik Mo Bulletin of the Korean Chemical Society, 2013 , vol. 34, # 10 p. 2871 - 2876
  • Route3
    • null|null
      7294-89-5
    • null|null
      108-91-8
    • ~%
    • null|null
      16195-91-8
    • 4-(Phenylamino)-2-(phenylimino)-3-pentene|CS-0087745
      19164-92-2

    References

    • Yoon, Saetbyeol; Lee, Byoungki; Lee, EungJoon; Lee, Ik Mo Bulletin of the Korean Chemical Society, 2013 , vol. 34, # 10 p. 2871 - 2876

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06,GHS08,GHS09
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301+H311+H331-H315-H317-H319-H341-H350-H372-H400
Precautionary Statements : P260-P261-P264-P270-P271-P272-P273-P280-P302+P352-P304+P340-P330-P361+P364-P362+P364-P391-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   24.39
  • LogP   4.7949
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   4

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