65902-59-2 | 2-Bromo-4-nitro-3H-imidazole

Packsize	Purity	Availability	Price	Discounted Price
5g	97%	in stock	$12.00	$9.00
10g	97%	in stock	$20.00	$14.00
25g	97%	in stock	$39.00	$27.00

Description

• Catalog Number: AB61398
• Chemical Name: 2-Bromo-4-nitro-3H-imidazole
• CAS Number: 65902-59-2
• Molecular Formula: C3H2BrN3O2
• Molecular Weight: 191.9709
• MDL Number: MFCD09038915
• SMILES: [O-][N+](=O)c1cnc([nH]1)Br

Computed Properties

• Complexity: 125
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 9
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 1
• XLogP3: 1.2

Upstream Synthesis Route

To synthesize 2-Bromo-4-nitro-3H-imidazole, one can start from a precursor such as imidazole itself or a derivative like 4-nitroimidazole. Here is a generalized synthetic route:

1. Nitration: Begin with imidazole and conduct a nitration reaction using a mixture of nitric acid and sulfuric acid to introduce the nitro group, yielding 4-nitroimidazole. The specific regioselectivity to obtain 4-nitroimidazole may be influenced by protecting groups if necessary to prevent multi-substitution.

2. Bromination: Next, treat 4-nitroimidazole with brominating agents such as N-bromosuccinimide (NBS) or bromine in a suitable solvent like dichloromethane (DCM) to achieve the bromination at the 2-position, forming the desired product 2-Bromo-4-nitro-3H-imidazole.

Temperature control, use of a catalyst or, occasionally, UV light might be necessary to promote the selective halogenation at the required position. Each step should be followed by purification methods such as recrystallization or column chromatography, and characterization of the product should be done using NMR, IR, or mass spectrometry before proceeding to the next step.