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Ethyl 5-methyl-1,3,4-thiadiazole-2-carboxylate

  • CAS No. 869108-50-9

  • Cat. No. CS-0036850
  • Purity≥98%
  • MDL No.MFCD03840446

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

Ethyl 5-methyl-1,3,4-thiadiazole-2-carboxylate|CS-0036850

Structure of 869108-50-9

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General Information

  • CAS No. 869108-50-9
  • Cat. No. CS-0036850
  • Purity ≥98%
  • MDL No. MFCD03840446
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈N₂O₂S
  • Molecular Weight 172.20
  • Synonym(s) 5-METHYL-1,3,4-THIADIAZOLE-2-CARBOXYLIC ACID ETHYL ESTER
  • SMILES O=C(C1=NN=C(C)S1)OCC

Description

Ethyl 5-methyl-1,3,4-thiadiazole-2-carboxylate features a heterocyclic thiadiazole core with a methyl substituent at the 5-position and an ethyl ester group at C2. This electron-deficient scaffold integrates readily into synthetic sequences requiring stable, polarizable heterocycles. The compound exhibits bench-stable handling characteristics and demonstrates compatibility with transition-metal-catalyzed coupling reactions.

Application

Ethyl 5-methyl-1,3,4-thiadiazole-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to functionalized 1,3,4-thiadiazoles via nucleophilic substitution and metal-catalyzed coupling reactions. The ethyl ester group facilitates straightforward manipulation, while the methyl substituent enhances solubility and reactivity profile. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1
    • In-stock
      Acethydrazide|CS-D1403
      1068-57-1
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      4755-77-5
    • ~%
    • In-stock
      Ethyl 5-methyl-1,3,4-thiadiazole-2-carboxylate|CS-0036850
      869108-50-9

    References

    • BANYU PHARMACEUTICAL CO., LTD. Patent: EP1748048 A1, 2007 ; Location in patent: Page/Page column 39 ;

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   52.08
  • LogP   1.02322
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   2

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