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CS-W001157 4
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6-Nitro-1,4-dihydro-2H-benzo[d][1,3]oxazin-2-one

  • CAS No. 94107-60-5

  • Cat. No. CS-0160544
  • Purity≥98%
  • MDL No.MFCD22187914

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

6-Nitro-1,4-dihydro-2H-benzo[d][1,3]oxazin-2-one|CS-0160544

Structure of 94107-60-5

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General Information

  • CAS No. 94107-60-5
  • Cat. No. CS-0160544
  • Purity ≥98%
  • MDL No. MFCD22187914
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆N₂O₄
  • Molecular Weight 194.14
  • Synonym(s) 1,4-Dihydro-6-nitro-2H-3,1-benzoxazin-2-one
  • SMILES O=C1OCC2=CC([N+]([O-])=O)=CC=C2N1

Description

6-Nitro-1,4-dihydro-2H-benzo[d][1,3]oxazin-2-one features a fused oxazine ring system bearing a nitro group at the para position, conferring enhanced electron deficiency and reactivity. This bench-stable heterocycle integrates readily into synthetic sequences requiring electrophilic character or as a masked carbonyl equivalent in complex molecule assembly.

Application

6-Nitro-1,4-dihydro-2H-benzo[d][1,3]oxazin-2-one serves as a versatile heterocyclic building block for medicinal chemistry and synthetic organic chemistry. Its fused oxazine core offers moderate stability and facilitates nucleophilic substitution at the C6 position, enabling efficient derivatization. The nitro group enhances electrophilicity and provides a handle for reduction or displacement reactions, supporting downstream functionalization in API development. Functions well in standard reaction conditions with good solubility and ease of purification.

Synthesis

  • Route1
    • In-stock
      (2-Amino-5-nitrophenyl)methanol|CS-0045318
      77242-30-9
    • null|null
      530-62-1
    • ~%
    • In-stock
      6-Nitro-1,4-dihydro-2H-benzo[d][1,3]oxazin-2-one|CS-0160544
      94107-60-5

    References

    • PFIZER PRODUCTS INC. Patent: WO2007/93904 A1, 2007 ; Location in patent: Page/Page column 24 ;

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

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Computational Chemistry Data

  • TPSA   81.47
  • LogP   1.6569
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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