65202-50-8 | Methyl 6-chloropyridazine-3-carboxylate

Packsize	Purity	Availability	Price	Discounted Price
1g	97%	in stock	$10.00	$7.00
5g	97%	in stock	$16.00	$11.00
10g	97%	in stock	$21.00	$15.00
25g	97%	in stock	$45.00	$31.00
100g	97%	in stock	$169.00	$119.00

Description

• Catalog Number: AB48692
• Chemical Name: Methyl 6-chloropyridazine-3-carboxylate
• CAS Number: 65202-50-8
• Molecular Formula: C6H5ClN2O2
• Molecular Weight: 172.5691
• MDL Number: MFCD08694876
• SMILES: COC(=O)c1ccc(nn1)Cl

Computed Properties

• Complexity: 154
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 11
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• XLogP3: -0.2

Upstream Synthesis Route

To perform the upstream synthesis of Methyl 6-chloropyridazine-3-carboxylate, the following route can be employed:

1. **Synthesis of 6-Chloropyridazine-3-carboxylic Acid**:
Begin with the condensation of a suitable diketone (such as 2,3-hexanedione) with chloramine (NH_2Cl) in the presence of a base, typically a tertiary amine like triethylamine. This promotes the formation of a pyridazine ring via cyclization and halogenation to yield 6-chloropyridazine-3-carboxylic acid.

2. **Esterification**:
Convert the carboxylic acid group to an ester by reaction with methanol in the presence of an acid catalyst, commonly sulfuric acid or hydrochloric acid, through a Fischer esterification process. The reaction mixture is usually refluxed to drive the esterification to completion, producing Methyl 6-chloropyridazine-3-carboxylate.

Each step must be closely monitored for reaction completion, purity of the intermediate, and yield optimization. Careful control of temperature, reaction time, and use of an appropriate solvent system is necessary to achieve a high-yield and high-purity product. Safety precautions, particularly due to the use of reactive reagents like chloramine and strong acids, should be strictly followed.