82031-32-1 | 7-Bromoquinoxalin-2(1h)-one

Packsize	Purity	Availability	Price	Discounted Price
50mg	95%	in stock	$14.00	$10.00
100mg	95%	in stock	$18.00	$12.00
1g	95%	in stock	$18.00	$13.00
5g	95%	in stock	$65.00	$45.00
10g	95%	in stock	$105.00	$74.00
25g	95%	in stock	$249.00	$175.00

Description

• Catalog Number: AC37184
• Chemical Name: 7-Bromoquinoxalin-2(1h)-one
• CAS Number: 82031-32-1
• Molecular Formula: C8H5BrN2O
• Molecular Weight: 225.0421
• MDL Number: MFCD01465145
• SMILES: Brc1ccc2c(c1)[nH]c(=O)cn2

Computed Properties

• Complexity: 229
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 12
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 1
• XLogP3: 1.5

Upstream Synthesis Route

To synthesize 7-Bromoquinoxalin-2(1H)-one, one may employ the following route:

1. Begin with aniline as the starting material, which undergoes diazotization using sodium nitrite (NaNO2) in acidic conditions (typically HCl) to produce the diazonium salt.

2. The diazonium salt is then subjected to a Sandmeyer reaction where it is reacted with potassium bromide (KBr) in the presence of copper(I) bromide (CuBr) to introduce the bromine substituent, forming 4-bromoaniline.

3. The next step involves the formation of the quinoxaline core. To achieve this, 4-bromoaniline is condensed with glyoxal, an α-dicarbonyl compound, in an acidic medium (e.g., acetic acid) to form the quinoxaline-2-one scaffold.

4. To introduce the keto group at the 2-position, the 4-bromoquinoxaline is oxidized using an oxidizing agent such as N-chlorosuccinimide (NCS) in the presence of a base such as sodium bicarbonate (NaHCO3). This results in the formation of 7-bromoquinoxalin-2(1H)-one.

It is critical in each step to carefully control reaction conditions, such as temperature and stoichiometry, to ensure the desired product is obtained with the correct regioselectivity and in high yield. Purification may involve standard chromatographic techniques or crystallization, as appropriate.