1416013-62-1 | 2-Amino-4-bromo-3-fluorobenzoic acid

Packsize	Purity	Availability	Price	Discounted Price
250mg	98%	in stock	$6.00	$5.00
1g	98%	in stock	$14.00	$10.00
5g	98%	in stock	$25.00	$18.00
10g	98%	in stock	$43.00	$31.00
25g	98%	in stock	$92.00	$64.00
50g	98%	in stock	$182.00	$127.00
100g	98%	in stock	$362.00	$253.00
250g	98%	in stock	$866.00	$606.00

Description

• Catalog Number: AA68054
• Chemical Name: 2-Amino-4-bromo-3-fluorobenzoic acid
• CAS Number: 1416013-62-1
• Molecular Formula: C7H5BrFNO2
• Molecular Weight: 234.0225
• MDL Number: MFCD27664889
• SMILES: OC(=O)c1ccc(c(c1N)F)Br

Computed Properties

• Complexity: 190
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 12
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 1
• XLogP3: 2.1

Upstream Synthesis Route

The synthesis of 2-Amino-4-bromo-3-fluorobenzoic acid can be achieved starting from commercially available 3-fluorobenzoic acid. The synthesis route involves the following steps:

1. Nitration:
3-Fluorobenzoic acid is subjected to nitration using a nitrating agent such as a mixture of nitric acid and sulfuric acid, producing 4-nitro-3-fluorobenzoic acid. Care must be taken to control the temperature and prevent over-nitration.

2. Reduction:
The nitro group of 4-nitro-3-fluorobenzoic acid is then reduced to an amino group, usually by using a reducing agent such as iron powder and hydrochloric acid or catalytic hydrogenation, to yield 4-amino-3-fluorobenzoic acid.

3. Bromination:
The amino group in 4-amino-3-fluorobenzoic acid must be protected before bromination, to prevent over-substitution. Protection can be achieved by transforming the amino group into an acetamido group via acetylation, for example using acetic anhydride. Following protection, bromination is carried out, typically by using N-Bromosuccinimide (NBS) in the presence of a radical initiator, to yield 2-bromo-4-acetamido-3-fluorobenzoic acid.

4. De-protection:
Finally, the protective acetyl group on the amino function is removed, usually by hydrolysis with aqueous acid, to give the target compound 2-amino-4-bromo-3-fluorobenzoic acid.

Each of these steps requires careful control of reaction conditions to maximize yield and purity of the desired product while minimizing side products and degradation.