1060811-62-2 | 4,6-Dichloronicotinaldehyde

Packsize	Purity	Availability	Price	Discounted Price
100mg	97%	in stock	$8.00	$5.00
250mg	97%	in stock	$11.00	$8.00
1g	97%	in stock	$18.00	$13.00
5g	97%	in stock	$63.00	$45.00
10g	97%	in stock	$85.00	$59.00
25g	97%	in stock	$176.00	$123.00

Description

• Catalog Number: AB44789
• Chemical Name: 4,6-Dichloronicotinaldehyde
• CAS Number: 1060811-62-2
• Molecular Formula: C6H3Cl2NO
• Molecular Weight: 176.0001
• MDL Number: MFCD12025485
• SMILES: Clc1cc(Cl)ncc1C=O

Computed Properties

• Complexity: 131
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 10
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• XLogP3: 1.9

Upstream Synthesis Route

The synthesis of 4,6-Dichloronicotinaldehyde typically involves the following steps:

1. **Starting Material:** The reasonable starting compound for this synthesis is nicotinic acid (vitamin B3 or niacin).

2. **Chlorination:** Nicotinic acid can first undergo a chlorination process to introduce the chloro groups at the desired positions on the pyridine ring. This can be done via a Sandmeyer reaction where nicotinic acid is converted to its corresponding diazonium salt by treatment with sodium nitrite and hydrochloric acid at low temperatures. The diazonium salt is then reacted with copper(I) chloride to substitute the diazo group for a chlorine atom, resulting in 5-chloronicotinic acid. A further chlorination step is then required to introduce the second chlorine atom at the 4-position, using an appropriate chlorinating agent such as N-chlorosuccinimide (NCS) in the presence of a catalyst or activator, for instance, AIBN (azobisisobutyronitrile) under radical conditions.

3. **Oxidation:** The final step is the oxidation of the 5-chloropyridine-3-carboxylic acid (previously 5-chloronicotinic acid) to achieve the aldehyde at the 3-position. Common oxidizing agents such as PCC (pyridinium chlorochromate) or DMSO (dimethyl sulfoxide) activated by an electrophile such as oxalyl chloride can be used to selectively oxidize the alcohol (obtained from the carboxylic acid upon reduction) to the corresponding aldehyde resulting in 4,6-dichloronicotinaldehyde.

Each step may require purification of intermediates, such as through recrystallization or chromatography, to ensure high purity of the final product. The specific conditions (solvents, temperatures, reaction times) would need to be optimized for maximum yield and purity of the 4,6-dichloronicotinaldehyde.