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CS-W001157 4
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2-Cyanoimino-1,3-thiazolidine

  • CAS No. 26364-65-8

  • Cat. No. CS-W021684
  • Purity≥98%
  • MDL No.None

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

2-Cyanoimino-1,3-thiazolidine|CS-W021684

Structure of 26364-65-8

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General Information

  • CAS No. 26364-65-8
  • Cat. No. CS-W021684
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₇N₃S
  • Molecular Weight 129.18
  • Synonym(s) 4,5-dihydro-1,3-thiazol-2-ylcyanamide
  • SMILES N#CNC1SCCN1

Description

2-Cyanoimino-1,3-thiazolidine delivers a potent heterocyclic scaffold with enhanced reactivity due to the conjugated cyanoimino group. This bench-stable compound integrates readily into synthetic sequences, offering a robust platform for diversification in medicinal chemistry and materials science applications.

Application

2-Cyanoimino-1,3-thiazolidine serves as a versatile building block in heterocyclic synthesis, enabling efficient access to thiazole and thiazolidine derivatives under mild conditions. Its cyanoimino functionality exhibits high reactivity toward nucleophiles and facilitates C–N bond formation, offering excellent functional group tolerance and bench stability. This compound functions effectively in multi-step sequences for constructing medicinally relevant scaffolds, particularly in the development of kinase inhibitors and antimicrobial agents.

Synthesis

  • Route1

    References

    • Toso, Roberto; Mihalic, Mladen; Sega, Alessandro; Sunjic, Vitomir Gazzetta Chimica Italiana, 1980 , vol. 110, # 5/6 p. 345 - 350
  • Route2
    • null|null
      60-23-1
    • In-stock
      Dimethyl cyanocarbonimidodithioate|CS-W018225
      10191-60-3
    • ~68%
    • In-stock
      2-Cyanoimino-1,3-thiazolidine|CS-W021684
      26364-65-8

    References

    • Nippon Carbide Kogyo Kabushiki Kaisha Patent: EP1460068 A1, 2004 ; Location in patent: Page 5 ;
  • Route3
    • null|null
      144989-88-8
    • ~69%
    • In-stock
      2-Cyanoimino-1,3-thiazolidine|CS-W021684
      26364-65-8

    References

    • Iwata; Fujimoto; Watanabe; Kawakami; Nakamoto; Sakae; Katsurada; Imanishi; Tanaka Journal of the Chemical Society - Series Chemical Communications, 1992 , # 19 p. 1379 - 1381

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   47.85
  • LogP   -0.32292
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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