67400-25-3 | 5-Nitro-3-bromoindazole

Packsize	Purity	Availability	Price	Discounted Price
1g	95%	in stock	$19.00	$13.00
5g	95%	in stock	$27.00	$19.00
25g	95%	in stock	$66.00	$46.00
100g	95%	in stock	$249.00	$175.00
500g	95%	in stock	$1,162.00	$814.00

Description

• Catalog Number: AB69463
• Chemical Name: 5-Nitro-3-bromoindazole
• CAS Number: 67400-25-3
• Molecular Formula: C7H4BrN3O2
• Molecular Weight: 242.0296
• MDL Number: MFCD07367964
• SMILES: [O-][N+](=O)c1cc2c(Br)n[nH]c2cc1

Computed Properties

• Complexity: 220
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 13
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 1
• XLogP3: 2.4

Upstream Synthesis Route

To synthesize 5-Nitro-3-bromoindazole, one would start with indazole as the precursor. The following steps outline a possible synthetic route:

1. Nitration:
Firstly, you would subject indazole to a nitration reaction. This can be achieved by treating indazole with a mixture of concentrated sulfuric acid and nitric acid, a process commonly known as a mixed acid nitration. This step selectively introduces a nitro group at the 5-position of the indazole ring to provide 5-nitroindazole as an intermediate.

2. Bromination:
Subsequently, the 5-nitroindazole undergoes a bromination reaction. For the selective bromination at the 3-position, an electrophilic brominating agent such as N-bromosuccinimide (NBS) in the presence of a catalyst like azobisisobutyronitrile (AIBN) under light irradiation, or bromine in acetic acid can be used. The reaction will afford the desired 5-nitro-3-bromoindazole product.

Each step must be followed by appropriate work-up procedures, such as quenching, washing, and purification which typically involves crystallization or column chromatography. The final product should be confirmed by NMR, IR spectroscopy, and mass spectrometry to ensure the correct structure and purity.