4887-88-1 | 6-Bromo-1h-benzimidazole

Packsize	Purity	Availability	Price	Discounted Price
100mg	98%	in stock	$6.00	$4.00
250mg	98%	in stock	$8.00	$5.00
1g	98%	in stock	$9.00	$6.00
5g	98%	in stock	$10.00	$7.00
10g	98%	in stock	$17.00	$12.00
25g	98%	in stock	$42.00	$29.00

Description

• Catalog Number: AB68839
• Chemical Name: 6-Bromo-1h-benzimidazole
• CAS Number: 4887-88-1
• Molecular Formula: C7H5BrN2
• Molecular Weight: 197.032
• MDL Number: MFCD00160001
• SMILES: Brc1ccc2c(c1)nc[nH]2

Computed Properties

• Complexity: 129
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 10
• Hydrogen Bond Acceptor Count: 1
• Hydrogen Bond Donor Count: 1
• XLogP3: 2.5

Upstream Synthesis Route

The upstream synthesis of 6-Bromo-1H-benzimidazole typically begins with the starting material o-phenylenediamine. The synthesis can be outlined in the following steps:

1. Prepare 1,2-phenylenediamine as the starting material.
2. React 1,2-phenylenediamine with bromine to selectively brominate at the 5-position to obtain 5-bromo-1,2-phenylenediamine.
3. Undergo cyclodehydration of the diamine with formic acid to form 5-bromo-benzimidazole. This involves the closure of the imidazole ring.
4. Finally, the 5-bromo-benzimidazole undergoes further bromination with bromine to introduce a bromine atom at the 6-position, obtaining the desired 6-bromo-1H-benzimidazole.

Throughout these steps, conditions such as temperature, solvent, and reaction time must be rigorously controlled to ensure product purity and to maximize yield. Each intermediate should be characterized, typically through NMR, IR, and MS, to confirm the structure before proceeding to the next step.

Literature

• Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

  Bioorganic & medicinal chemistry letters 20101101