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CS-W001157 4
Total: USD 88.00

2,4-Dichloro-5-thiazolecarboxaldehyde

  • CAS No. 92972-48-0

  • Cat. No. CS-W017137
  • Purity≥97%
  • MDL No.MFCD00793013

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

2,4-Dichloro-5-thiazolecarboxaldehyde|CS-W017137

Structure of 92972-48-0

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General Information

  • CAS No. 92972-48-0
  • Cat. No. CS-W017137
  • Purity ≥97%
  • MDL No. MFCD00793013
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄HCl₂NOS
  • Molecular Weight 182.02
  • Synonym(s) 5-Thiazolecarboxaldehyde, 2,4-dichloro-
  • SMILES C1(=C(N=C(S1)Cl)Cl)C=O

Description

2,4-Dichloro-5-thiazolecarboxaldehyde features a reactive aldehyde group flanked by electron-withdrawing chlorine substituents and a thiazole ring, delivering enhanced electrophilicity for targeted conjugation. This bench-stable scaffold integrates readily into heterocyclic architectures, enabling efficient synthesis of bioactive intermediates in medicinal chemistry and agrochemical development.

Application

2,4-Dichloro-5-thiazolecarboxaldehyde serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the thiazole ring for medicinal chemistry and agrochemical development. Its aldehyde functionality facilitates nucleophilic additions and condensation reactions, while the dichloro substituents provide orthogonal reactivity for further derivatization. The compound exhibits good bench stability and is compatible with standard purification techniques, making it suitable for scale-up and multi-step synthesis workflows.

Synthesis

  • Route1
    • In-stock
      2,4-Thiazolidinedione|CS-W019917
      2295-31-0
    • null|null
      68-12-2
    • ~61%
    • In-stock
      2,4-Dichloro-5-thiazolecarboxaldehyde|CS-W017137
      92972-48-0

    References

    • Athmani, Salah; Farhat, Mahmoud F.; Iddon, Brian Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1992 , # 8 p. 973 - 978
  • Route2

    References

    • US5679683 A1, ;
  • Route3
    • In-stock
      2,4-Thiazolidinedione|CS-W019917
      2295-31-0
    • null|null
      10025-87-3
    • ~24%
    • In-stock
      2,4-Dichloro-5-thiazolecarboxaldehyde|CS-W017137
      92972-48-0

    References

    • Cai, Sui Xiong; Zhang, Han-Zhong; Drewe, John A.; Reddy, P. Sanjeeva; Kasibhatla, Shailaja; Kuemmerle, Jared Daniel; Ollis, Kristin P. Patent: US2003/45546 A1, 2003 ; US 20030045546 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H319
Precautionary Statements : P264-P270-P280-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.96
  • LogP   2.2624
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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