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CS-W001157 4
Total: USD 88.00

2-Isocyanatopyridine

  • CAS No. 4737-19-3

  • Cat. No. CS-B1694
  • Purity≥95%
  • MDL No.MFCD08700327

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

2-Isocyanatopyridine|CS-B1694

Structure of 4737-19-3

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General Information

  • CAS No. 4737-19-3
  • Cat. No. CS-B1694
  • Purity ≥95%
  • MDL No. MFCD08700327
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄N₂O
  • Molecular Weight 120.11
  • Synonym(s) Pyridine, 2-isocyanato-
  • SMILES O=C=NC1=NC=CC=C1

Description

2-Isocyanatopyridine features a reactive isocyanate group ortho to the pyridine nitrogen, enabling efficient coupling in functionalization workflows. The electron-deficient nature of the ring enhances electrophilicity, promoting rapid addition with nucleophiles. This bench-stable reagent integrates seamlessly into synthetic sequences requiring selective amine or hydroxyl targeting.

Application

2-Isocyanatopyridine serves as a versatile building block in synthetic organic chemistry, enabling efficient access to urea-functionalized heterocycles. Its ortho-isocyanate group exhibits high reactivity toward amines and alcohols under mild conditions, facilitating rapid construction of pyridyl ureas and carbamates. The molecule demonstrates excellent bench stability and compatibility with diverse functional groups, making it well-suited for modular synthesis workflows in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • SMITHKLINE BEECHAM CORPORATION Patent: WO2007/150011 A2, 2007 ; Location in patent: Page/Page column 30-31 ;
  • Route2

    References

    • UNIVERSITE D'ORLEANS; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (C.N.R.S.) Patent: US2012/95022 A1, 2012 ; Location in patent: Page/Page column 17 ;
  • Route3
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    • ~%
    • In-stock
      2-Isocyanatopyridine|CS-B1694
      4737-19-3

    References

    • Saikachi; Kitagawa; Nasu; Sasaki Chemical and Pharmaceutical Bulletin, 1981 , vol. 29, # 1 p. 237 - 244

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06,GHS08
Signal Word : Danger
UN#: 2206
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331-H341
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   42.32
  • LogP   1.0489
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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