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CS-W001157 4
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6-Bromo-8-methyl-2H-benzo[b][1,4]oxazin-3(4H)-one

  • CAS No. 121564-97-4

  • Cat. No. CS-0442483
  • Purity≥98%
  • MDL No.None

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

6-Bromo-8-methyl-2H-benzo[b][1,4]oxazin-3(4H)-one|CS-0442483

Structure of 121564-97-4

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General Information

  • CAS No. 121564-97-4
  • Cat. No. CS-0442483
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈BrNO₂
  • Molecular Weight 242.07
  • Synonym(s) 6-BROMO-8-METHYL-4H-BENZO[1,4]OXAZIN-3-ONE
  • SMILES CC1=CC(Br)=CC2=C1OCC(N2)=O

Description

6-Bromo-8-methyl-2H-benzo[b][1,4]oxazin-3(4H)-one features a brominated, methyl-substituted oxazine core with enhanced stability under standard conditions. This electron-deficient heterocycle integrates readily into cross-coupling workflows and serves as a key scaffold in medicinal chemistry for constructing complex nitrogen-containing architectures.

Application

6-Bromo-8-methyl-2H-benzo[b][1,4]oxazin-3(4H)-one serves as a versatile heterocyclic building block for medicinal chemistry and process development. The bromo group enables palladium-catalyzed cross-coupling reactions, while the oxazinone core provides structural rigidity and hydrogen-bonding capability. Bench-stable and amenable to standard purification methods, it facilitates efficient late-stage functionalization in API synthesis.

Synthesis

  • Route1
    • Methyl 2-(4-bromo-2-methyl-6-nitrophenoxy)acetate|CS-0467314
      943994-74-9
    • ~%
    • In-stock
      6-Bromo-8-methyl-2H-benzo[b][1,4]oxazin-3(4H)-one|CS-0442483
      121564-97-4

    References

    • Hasui, Tomoaki; Matsunaga, Nobuyuki; Ora, Taiichi; Ohyabu, Norio; Nishigaki, Nobuhiro; Imura, Yoshimi; Igata, Yumiko; Matsui, Hideki; Motoyaji, Takashi; Tanaka, Toshimasa; Habuka, Noriyuki; Sogabe, Satoshi; Ono, Midori; Siedem, Christopher S.; Tang, Tony P.; Gauthier, Cassandra; De Meese, Lisa A.; Boyd, Steven A.; Fukumoto, Shoji Journal of Medicinal Chemistry, 2011 , vol. 54, # 24 p. 8616 - 8631
  • Route2

    References

    • Hogale; Nikam Journal of the Indian Chemical Society, 1988 , vol. 65, # 10 p. 735 - 737
  • Route3

    References

    • Hasui, Tomoaki; Matsunaga, Nobuyuki; Ora, Taiichi; Ohyabu, Norio; Nishigaki, Nobuhiro; Imura, Yoshimi; Igata, Yumiko; Matsui, Hideki; Motoyaji, Takashi; Tanaka, Toshimasa; Habuka, Noriyuki; Sogabe, Satoshi; Ono, Midori; Siedem, Christopher S.; Tang, Tony P.; Gauthier, Cassandra; De Meese, Lisa A.; Boyd, Steven A.; Fukumoto, Shoji Journal of Medicinal Chemistry, 2011 , vol. 54, # 24 p. 8616 - 8631

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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   38.33
  • LogP   2.08842
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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