321436-06-0 | 7-Bromo-2H-benzo[b][1,4]oxazin-3(4H)-one

Packsize	Purity	Availability	Price	Discounted Price
100mg	98%	in stock	$8.00	$5.00
250mg	98%	in stock	$12.00	$8.00
1g	98%	in stock	$15.00	$11.00
5g	98%	in stock	$52.00	$36.00
10g	98%	in stock	$88.00	$61.00
25g	98%	in stock	$190.00	$133.00
50g	98%	in stock	$348.00	$243.00
100g	98%	in stock	$656.00	$459.00

Description

• Catalog Number: AF72936
• Chemical Name: 7-Bromo-2H-benzo[b][1,4]oxazin-3(4H)-one
• CAS Number: 321436-06-0
• Molecular Formula: C8H6BrNO2
• Molecular Weight: 228.04274000000004
• MDL Number: MFCD00798619
• SMILES: O=C1COc2c(N1)ccc(c2)Br

Computed Properties

• Complexity: 198
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 12
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 1
• XLogP3: 1.6

Upstream Synthesis Route

To synthesize 7-Bromo-2H-benzo[b][1,4]oxazin-3(4H)-one, begin with the preparation of the corresponding phenol derivative, which in this case would be 7-bromo-2-hydroxybenzaldehyde. This can be synthesized through the bromination of salicylaldehyde under controlled conditions.

The brominated phenol derivative is then subjected to nitration to introduce a nitro group ortho to the hydroxyl group, resulting in 5-bromo-2-nitrosalicylaldehyde.

Subsequently, perform a reduction of the nitro group to an amino group using a suitable reducing agent like tin and hydrochloric acid or catalytic hydrogenation, yielding 5-bromo-2-aminosalicylaldehyde.

The next step is to facilitate cyclization; this can be achieved through a ring-closure reaction involving the amino group and the aldehyde. Applying conditions for an intramolecular acylation, such as using acetic anhydride, induces the formation of an amide bond and cyclization, yielding 7-Bromo-2H-benzo[b][1,4]oxazin-3(4H)-one.

It is essential to carefully control reaction conditions during each step—such as temperature, solvent, and reaction time—to ensure the purity and yield of the desired product. The final compound can then be purified using methods like recrystallization or chromatography, with its structure confirmed using spectroscopic techniques like NMR and IR.

This route provides a general approach; variations and optimizations could be necessary depending on scale and specific reaction conditions.