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

Name: 6-Bromo-2-methyl-2H-benzo[b][1,4]oxazin-3(4H)-one
Brand: ChemScene
Availability: InStock
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CAS No. 221311-16-6
Cat. No. CS-0101389
Purity≥95%
MDL No.MFCD08446951

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6-Bromo-2-methyl-2H-benzo[b][1,4]oxazin-3(4H)-one|CS-0101389

Structure of 221311-16-6

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General Information

CAS No. 221311-16-6
Cat. No. CS-0101389
Purity ≥95%
MDL No. MFCD08446951
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-2-methyl-1,4-benzoxazin-3-(4H)-one
SMILES O=C1NC2=CC(Br)=CC=C2OC1C

Description

6-Bromo-2-methyl-2H-benzo[b][1,4]oxazin-3(4H)-one is a bench-stable heterocyclic scaffold featuring a bromine atom at the 6-position and a methyl group at the 2-position. This electron-deficient oxazinone core integrates readily into synthetic sequences, enabling direct functionalization via cross-coupling or nucleophilic substitution. The structure supports efficient derivatization in medicinal chemistry and materials science applications.

Application

6-Bromo-2-methyl-2H-benzo[b][1,4]oxazin-3(4H)-one serves as a versatile heterocyclic building block for medicinal chemistry and materials synthesis. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, while the lactam functionality offers stability and polarity beneficial for purification. The molecule exhibits bench-stable handling and compatibility with diverse functional groups, facilitating efficient access to complex scaffolds in API development and advanced organic synthesis.

Synthesis

Route1
- 1254332-80-3
- ~%
- In-stock
  
  221311-16-6
References
- WO2010/128152 A1, ; Page/Page column 49 ; WO 2010/128152 A1

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
Precautionary Statements : P264-P270-P330

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Computational Chemistry Data

TPSA 38.33
LogP 2.1685
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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

CAS No. 221311-16-6

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