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Ethyl 2-formylthiazole-4-carboxylate

  • CAS No. 73956-17-9

  • Cat. No. CS-0158741
  • Purity≥97%
  • MDL No.MFCD08689563

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

Ethyl 2-formylthiazole-4-carboxylate|CS-0158741

Structure of 73956-17-9

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General Information

  • CAS No. 73956-17-9
  • Cat. No. CS-0158741
  • Purity ≥97%
  • MDL No. MFCD08689563
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇NO₃S
  • Molecular Weight 185.20
  • Synonym(s) ETHYL-2-FORMYLTHIAZOLE-4-CARBOXYLATE
  • SMILES O=C(C1=CSC(C=O)=N1)OCC

Description

Ethyl 2-formylthiazole-4-carboxylate features a reactive aldehyde group flanked by electron-deficient thiazole and ester functionalities, enabling direct coupling in heterocyclic synthesis. This bench-stable reagent integrates readily into multistep sequences for bioactive molecule construction.

Application

Ethyl 2-formylthiazole-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted thiazoles and fused ring systems. The orthogonal functionality of the formyl and ester groups facilitates sequential transformations—such as Wittig reactions, nucleophilic additions, and cyclizations—under mild conditions. Its bench-stable nature and compatibility with common reaction protocols make it suitable for both medicinal chemistry lead optimization and process-scale applications.

Synthesis

  • Route1
    • Ethyl 2-(diethoxymethyl)thiazole-4-carboxylate|CS-0158742
      73956-16-8
    • ~97%
    • In-stock
      Ethyl 2-formylthiazole-4-carboxylate|CS-0158741
      73956-17-9

    References

    • Inami; Shiba Bulletin of the Chemical Society of Japan, 1985 , vol. 58, # 1 p. 352 - 360
  • Route2
    • null|null
      70-23-5
    • ~%
    • In-stock
      Ethyl 2-formylthiazole-4-carboxylate|CS-0158741
      73956-17-9

    References

    • Organic Letters, , vol. 6, # 19 p. 3401 - 3404
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 74, # 15 p. 5750 - 5753

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   56.26
  • LogP   1.1323
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   3

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