823-58-5 | 3,6-Dichloropyridazin-4-amine

Packsize	Purity	Availability	Price	Discounted Price
1g	97%	in stock	$6.00	$4.00
5g	97%	in stock	$17.00	$12.00
10g	97%	in stock	$31.00	$22.00
25g	≥97%	in stock	$68.00	$47.00
50g	95%	in stock	$116.00	$81.00
100g	≥97%	in stock	$228.00	$159.00
500g	≥97%	in stock	$1,132.00	$792.00

Description

• Catalog Number: AB50678
• Chemical Name: 3,6-Dichloropyridazin-4-amine
• CAS Number: 823-58-5
• Molecular Formula: C4H3Cl2N3
• Molecular Weight: 163.9927
• MDL Number: MFCD01647253
• SMILES: Clc1nnc(c(c1)N)Cl
• NSC Number: 170664

Computed Properties

• Complexity: 99.8
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 9
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 1
• XLogP3: 1.1

Upstream Synthesis Route

The upstream synthesis route of 3,6-Dichloropyridazin-4-amine generally involves the following steps:

1. **Synthesis of Pyridazine Ring**: The core pyridazine ring can be synthesized through a cyclization reaction, starting from a diketone such as 1,4-diketo compound, which upon reaction with hydrazine (NH2-NH2) delivers the pyridazine ring.

2. **Introduction of Amino Group at the 4-position**: This can be done before or after chlorination steps depending on the chosen synthesis route. A common approach is via the nucleophilic displacement of a leaving group (such as a halide or tosylate) at the 4-position with an amine source.

3. **Chlorination at the 3,6-positions**: Once the pyridazine core is established, the chlorination at the 3 and 6 positions can be achieved using reagents like sulfuryl chloride (SO2Cl2) or thionyl chloride (SOCl2) with the appropriate reaction conditions to introduce chlorine atoms selectively on the ring.

These steps must be conducted with care to control regioselectivity, functionality preservation, and to prevent over-chlorination or chlorination at undesired positions on the pyridazine ring. Protection and deprotection strategies can be employed to ensure the right functional groups are present at the correct positions on the final molecule. The amine function at the 4-position must be protected during chlorination and then deprotected to yield the final product, 3,6-Dichloropyridazin-4-amine.

Adaptations to this route may be implemented based on specific starting materials, desired yields, cost efficiency, and availability of reagents.

Literature

• Microsphere-based protease assays and screening application for lethal factor and factor Xa.

  Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501