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CS-W001157 4
Total: USD 88.00

dimethyl 4-aminobenzene-1,3-dioate

  • CAS No. 63746-12-3

  • Cat. No. CS-0061822
  • Purity≥98%
  • MDL No.None

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

dimethyl 4-aminobenzene-1,3-dioate|CS-0061822

Structure of 63746-12-3

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General Information

  • CAS No. 63746-12-3
  • Cat. No. CS-0061822
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₁NO₄
  • Molecular Weight 209.20
  • Synonym(s) Dimethyl 4-aminoisophthalate
  • SMILES COC(=O)C1=CC(=C(C=C1)N)C(=O)OC

Description

Dimethyl 4-aminobenzene-1,3-dioate features a para-amino group flanked by two ester functionalities, enabling straightforward derivatization in synthetic organic chemistry. This electron-rich scaffold integrates readily into conjugated systems and serves as a stable precursor for dye intermediates and functionalized polymers under standard conditions.

Application

Dimethyl 4-aminobenzene-1,3-dioate serves as a versatile synthetic intermediate in medicinal chemistry and materials science. The ortho-dimethoxyaryl scaffold enables efficient functionalization via Suzuki-Miyaura and Buchwald-Hartwig couplings. Its amine group offers direct derivatization potential, while the ester functionalities support selective hydrolysis or transetherification. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step syntheses of heterocyclic scaffolds and API precursors.

Synthesis

  • Route1

    References

    • SoftCure Pharmaceuticals AB Patent: WO2008/152142 A1, 2008 ; Location in patent: Page/Page column 26 ;
  • Route2
    • null|null
      1312919-57-5
    • ~87%
    • In-stock
      dimethyl 4-aminobenzene-1,3-dioate|CS-0061822
      63746-12-3

    References

    • Sosic, Izidor; Barreteau, Helne; Simcic, Mihael; Sink, Roman; Cesar, Jozko; Zega, Anamarija; Grdadolnik, Simona Golic; Contreras-Martel, Carlos; Dessen, Andrea; Amoroso, Ana; Joris, Bernard; Blanot, Didier; Gobec, Stanislav European Journal of Medicinal Chemistry, 2011 , vol. 46, # 7 p. 2880 - 2894
  • Route3
    • null|null
      177913-48-3
    • ~96%
    • In-stock
      dimethyl 4-aminobenzene-1,3-dioate|CS-0061822
      63746-12-3

    References

    • Padwa, Albert; Dimitroff, Martin; Waterson, Alex G.; Wu, Tianhua Journal of Organic Chemistry, 1997 , vol. 62, # 12 p. 4088 - 4096

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   78.62
  • LogP   0.842
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   2

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