6-Bromo-5-methyl-2H-benzo[b][1,4]oxazin-3(4H)-one

Name: 6-Bromo-5-methyl-2H-benzo[b][1,4]oxazin-3(4H)-one
Brand: ChemScene
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CAS No. 1154740-47-2
Cat. No. CS-0188025
Purity≥98%
MDL No.None

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6-Bromo-5-methyl-2H-benzo[b][1,4]oxazin-3(4H)-one|CS-0188025

Structure of 1154740-47-2

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General Information

CAS No. 1154740-47-2
Cat. No. CS-0188025
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈BrNO₂
Molecular Weight 242.07
Synonym(s) 6-Bromo-5-methyl-4H-benzo[1,4]oxazin-3-one
SMILES CC1=C2C(OCC(N2)=O)=CC=C1Br

Description

6-Bromo-5-methyl-2H-benzo[b][1,4]oxazin-3(4H)-one features a brominated benzoxazine core with a methyl group at the 5-position, delivering enhanced reactivity for C–C coupling and functionalization. The electron-deficient oxazinone ring facilitates nucleophilic substitution under mild conditions. This bench-stable scaffold integrates readily into complex heterocyclic systems for medicinal chemistry applications.

Application

6-Bromo-5-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 oxazinone core offers stability and compatibility with diverse functional groups. The methyl group provides a site for further derivatization, enhancing synthetic flexibility in developing API candidates and functionalized scaffolds.

Safety Information

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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 : P261-P302+P352

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Computational Chemistry Data

TPSA 38.33
LogP 2.08842
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-5-methyl-2H-benzo[b][1,4]oxazin-3(4H)-one

CAS No. 1154740-47-2

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