3-Oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carbaldehyde

Name: 3-Oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carbaldehyde
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CAS No. 200195-15-9
Cat. No. CS-0085223
Purity≥97%
MDL No.MFCD07369979

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3-Oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carbaldehyde|CS-0085223

Structure of 200195-15-9

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General Information

CAS No. 200195-15-9
Cat. No. CS-0085223
Purity ≥97%
MDL No. MFCD07369979
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₇NO₃
Molecular Weight 177.16
Synonym(s) 3-Oxo-3,4-dihydro-2H-benzo[1,4]oxazine-6-carbaldehyde
SMILES O=C1COC2=CC=C(C=O)C=C2N1

Description

This oxazine aldehyde features a fused heterocyclic core with a reactive aldehyde group at the 6-position, enabling direct coupling in synthetic transformations. The electron-deficient carbonyl and conjugated system enhance reactivity in nucleophilic additions, while the dihydrooxazine scaffold provides structural rigidity. Designed for efficient integration into complex molecular architectures, this compound serves as a key intermediate in medicinal chemistry and materials synthesis.

Application

3-Oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carbaldehyde serves as a versatile heterocyclic building block for medicinal chemistry and process development. Its ortho-aldehyde and ketone functionalities enable sequential functionalization in multistep syntheses, including reductive amination and condensation reactions. The scaffold exhibits bench stability and compatibility with common protecting group strategies, facilitating efficient access to complex oxazine-based pharmacophores.

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-H412
Precautionary Statements : P264-P270-P273-P330-P501

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Computational Chemistry Data

TPSA 55.4
LogP 0.83
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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3-Oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carbaldehyde

CAS No. 200195-15-9

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