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CS-W001157 4
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N-Hydroxybenzimidoyl chloride

  • CAS No. 698-16-8

  • Cat. No. CS-0188413
  • Purity≥95%
  • MDL No.None

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

N-Hydroxybenzimidoyl chloride|CS-0188413

Structure of 698-16-8

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General Information

  • CAS No. 698-16-8
  • Cat. No. CS-0188413
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆ClNO
  • Molecular Weight 155.58
  • Synonym(s) (Z)-N-hydroxybenzimidoyl chloride
  • SMILES ClC(=NO)C=1C=CC=CC1

Description

N-Hydroxybenzimidoyl chloride delivers a reactive acylating moiety for direct incorporation into amine-functionalized substrates. This bench-stable reagent features a hydroxyl-activated imidoyl chloride group, enabling efficient formation of benzimidoyl esters under mild conditions. Ideal for peptide derivatization and bioconjugation workflows requiring selective C–O bond activation.

Application

N-Hydroxybenzimidoyl chloride serves as a versatile acylating agent for the synthesis of benzimidazole derivatives and oxime esters. Its reactivity enables efficient conversion of carboxylic acids to acyl chlorides under mild conditions, with high functional group tolerance and excellent bench stability. The compound facilitates straightforward access to heterocyclic scaffolds relevant in medicinal chemistry and acts as a key intermediate in the construction of bioactive molecules through selective amide and ester bond formation.

Synthesis

  • Route1

    References

    • BRISTOL-MYERS SQUIBB COMPANY; WATTERSON, Scott, Hunter; DYCKMAN, Alaric, J.; PITTS, William, J.; SPERGEL, Steven, H. Patent: WO2010/85581 A1, 2010 ; Location in patent: Page/Page column 48-49 ; WO 2010/085581 A1
  • Route2
    • (Z)-benzaldehyde oxime|CS-0357523
      622-32-2
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    • In-stock
      N-Hydroxybenzimidoyl chloride|CS-0188413
      698-16-8

    References

    • Chemische Berichte, , vol. 47, p. 2943
  • Route3
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    • In-stock
      N-Hydroxybenzimidoyl chloride|CS-0188413
      698-16-8

    References

    • Journal of the Indian Chemical Society, , vol. 69, # 5 p. 282 - 284

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS06
Signal Word : Danger
UN#: 2926
Class : 4.1,6.1
Packing Group : Ⅲ
Hazard Statements : H228-H301
Precautionary Statements : P210-P240-P264-P270-P280-P330-P370+P378-P405-P501

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Computational Chemistry Data

  • TPSA   32.59
  • LogP   2.0612
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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