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CS-W001157 4
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2-Amino-3-chlorophenol

  • CAS No. 56962-00-6

  • Cat. No. CS-W008744
  • Purity≥97%
  • MDL No.MFCD11848418

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

2-Amino-3-chlorophenol|CS-W008744

Structure of 56962-00-6

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General Information

  • CAS No. 56962-00-6
  • Cat. No. CS-W008744
  • Purity ≥97%
  • MDL No. MFCD11848418
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆ClNO
  • Molecular Weight 143.57
  • Synonym(s) 2-AMINO-3-CHLORO-PHENOL
  • SMILES OC1=CC=CC(Cl)=C1N

Description

2-Amino-3-chlorophenol features a strategically positioned amino group flanking a chloro substituent on the phenolic ring, enabling selective functionalization in pharmaceutical intermediates. This electron-rich scaffold supports efficient coupling reactions under mild conditions and exhibits enhanced solubility in polar solvents, facilitating use in synthetic workflows requiring precise regiocontrol and stability during process development.

Application

2-Amino-3-chlorophenol serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted heterocycles via electrophilic substitution and Suzuki-type coupling reactions. Its ortho-amino and chloro functionalities offer complementary reactivity for sequential functionalization, while the phenolic hydroxyl group supports derivatization and metal coordination. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis workflows.

Synthesis

  • Route1

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GmbH; CARSON, Rebekah J.; FADER, Lee; KAWAI, Stephen; LANDRY, Serge Patent: WO2009/62288 A1, 2009 ; Location in patent: Page/Page column 70-71 ;
  • Route2

    References

    • BIOLIPOX AB Patent: WO2007/42816 A1, 2007 ; Location in patent: Page/Page column 60 ; WO 2007/042816 A1
  • Route3
    • null|null
      934537-35-6
    • ~94%
    • In-stock
      2-Amino-3-chlorophenol|CS-W008744
      56962-00-6

    References

    • Boyer, Jeremie; Arnoult, Eric; Medebielle, Maurice; Guillemont, Jerome; Unge, Johan; Jochmans, Dirk Journal of Medicinal Chemistry, 2011 , vol. 54, # 23 p. 7974 - 7985

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-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   46.25
  • LogP   1.6278
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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