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CS-W001157 4
Total: USD 88.00

2-(Benzo[d]thiazol-2-yl)acetonitrile

  • CAS No. 56278-50-3

  • Cat. No. CS-M0204
  • Purity≥98%
  • MDL No.MFCD00051633

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

2-(Benzo[d]thiazol-2-yl)acetonitrile|CS-M0204

Structure of 56278-50-3

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General Information

  • CAS No. 56278-50-3
  • Cat. No. CS-M0204
  • Purity ≥98%
  • MDL No. MFCD00051633
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆N₂S
  • Molecular Weight 174.22
  • Synonym(s) Benzothiazole-2-acetonitrile
  • SMILES N#CCC1=NC2=CC=CC=C2S1

Description

2-(Benzo[d]thiazol-2-yl)acetonitrile integrates a benzo[d]thiazole scaffold with a nitrile-functionalized acetyl side chain, delivering a robust heterocyclic building block. This structure combines electron-deficient aromatic character with a reactive nitrile group, enabling direct coupling in cross-coupling and condensation reactions. The molecule exhibits enhanced solubility and stability under standard conditions, facilitating use in synthetic workflows requiring precise functionalization.

Application

2-(Benzo[d]thiazol-2-yl)acetonitrile serves as a versatile building block in heterocyclic synthesis, enabling efficient access to benzo[d]thiazole-based scaffolds. Its nitrile group facilitates nucleophilic addition and cyclization reactions, while the fused aromatic system ensures stability and compatibility with standard synthetic protocols. Functions effectively in transition-metal-catalyzed couplings and offers predictable reactivity for medicinal chemistry and materials applications.

Synthesis

  • Route1
    • null|null
      137-07-5
    • null|null
      109-77-3
    • ~86%
    • In-stock
      2-(Benzo[d]thiazol-2-yl)acetonitrile|CS-M0204
      56278-50-3

    References

    • Archiv der Pharmazie (Weinheim, Germany), , vol. 321, p. 509 - 512
  • Route2
    • null|null
      64-17-5
    • null|null
      137-07-5
    • null|null
      109-77-3
    • ~72%
    • In-stock
      2-(Benzo[d]thiazol-2-yl)acetonitrile|CS-M0204
      56278-50-3

    References

    • WO2008/157762 A2, ; Page/Page column 72-73 ;
  • Route3

    References

    • Chemistry Letters, , p. 839 - 840

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+H312+H332-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   36.68
  • LogP   2.36238
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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