685109-10-8 | 7-Bromo-5-nitro-1h-indazole

Packsize	Purity	Availability	Price	Discounted Price
1g	97%	in stock	$13.00	$10.00
5g	97%	in stock	$37.00	$26.00
10g	97%	in stock	$73.00	$52.00
25g	97%	in stock	$182.00	$128.00

Description

• Catalog Number: AC66498
• Chemical Name: 7-Bromo-5-nitro-1h-indazole
• CAS Number: 685109-10-8
• Molecular Formula: C7H4BrN3O2
• Molecular Weight: 242.0296
• MDL Number: MFCD03617603
• SMILES: [O-][N+](=O)c1cc(Br)c2c(c1)cn[nH]2

Computed Properties

• Complexity: 220
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 13
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 1
• XLogP3: 2.5

Upstream Synthesis Route

The synthesis route for 7-Bromo-5-nitro-1H-indazole can start with the compound o-phenylenediamine as the precursor. Here is a stepwise synthetic route:

1. Nitration: Treat o-phenylenediamine with concentrated nitric acid to introduce the nitro group at the 5-position, obtaining 5-nitro-o-phenylenediamine.

2. Cyclization: React the 5-nitro-o-phenylenediamine with a carbon source such as glyoxal or formyl acetic acid to form the indazole ring system through a Schiff base formation followed by ring closure, resulting in 5-nitro-1H-indazole.

3. Bromination: Subject the 5-nitro-1H-indazole to bromination using a suitable brominating agent such as N-bromosuccinimide (NBS) or elemental bromine in the presence of a catalyst like ferric bromide to attain the target compound 7-bromo-5-nitro-1H-indazole.

In each step, purification methods such as recrystallization or column chromatography may be employed to isolate the desired products, and reaction conditions (temperature, solvent, time) must be meticulously controlled.