37972-69-3 | 6-Hydroxypyridazine-3-carboxylic acid

Packsize	Purity	Availability	Price	Discounted Price
250mg	97%	in stock	$15.00	$10.00
1g	97%	in stock	$16.00	$11.00
5g	97%	in stock	$25.00	$17.00
10g	97%	in stock	$38.00	$26.00
25g	97%	in stock	$57.00	$40.00
100g	97%	in stock	$193.00	$135.00

Description

• Catalog Number: AB69883
• Chemical Name: 6-Hydroxypyridazine-3-carboxylic acid
• CAS Number: 37972-69-3
• Molecular Formula: C5H4N2O3
• Molecular Weight: 140.0969
• MDL Number: MFCD09064936
• SMILES: Oc1ccc(nn1)C(=O)O
• NSC Number: 203175

Computed Properties

• Complexity: 241
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 10
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 1
• XLogP3: -0.8

Upstream Synthesis Route

The upstream synthesis route of 6-Hydroxypyridazine-3-carboxylic acid generally involves the following steps:

1. **Synthesis of Pyridine Ring**: Begin with the construction of the pyridine ring itself, typically through a condensation reaction such as the Chichibabin synthesis which involves condensing aldehydes with ammonia, or a cyclization reaction such as the Gewald reaction which involves the condensation of ketones, malononitrile, and elemental sulfur.

2. **Introduction of Carboxylic Acid Group**: To introduce a carboxylic acid group at the 3-position, one could perform a nucleophilic substitution with a suitable dicarboxylic acid derivative, such as malonic acid or its esters, on a suitably substituted pyridine ring.

3. **Formation of Pyridazine Ring**: Convert the pyridine to a pyridazine via ring transformation. Prominent methods include the Dienel-Nelson synthesis which involves the reaction of 1,2-dicarbonyl compounds with hydrazines. Adjust reagent selection and reaction conditions to target the 6-position for hydroxylation in subsequent steps.

4. **Hydroxylation at 6-position**: Finally, hydroxylate at the 6-position. This can be achieved through direct hydroxylation using hydroxylation agents such as hydrogen peroxide or through a halogenation followed by substitution with a hydroxyl group; the latter usually involves an initial chlorination or bromination followed by a substitution reaction with a hydroxide donor.

Throughout the process, careful control of reaction conditions such as temperature, pressure, and stoichiometry is necessary to ensure the correct placement of functional groups and to avoid overreaction or the production of undesired byproducts. It is important to verify the structure and purity of the product at each step via appropriate analytical methods such as NMR, IR spectroscopy, and chromatography techniques.