Pyrimido[4,5-d]pyrimidine (8CI,9CI)

Base Information

• Chemical Name: Pyrimido[4,5-d]pyrimidine (8CI,9CI)
• CAS No.: 254-64-8
• Molecular Formula: C₆H₄N₄
• Molecular Weight: 132.125
• Hs Code.: 2933990090
• Mol file: 254-64-8.mol

Synonyms:1,3,6,8-Tetraazanaphthalene

Chemical Property of Pyrimido[4,5-d]pyrimidine (8CI,9CI)

Chemical Property:

• PSA: 51.56000
• LogP: 0.41980

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• General Description: Pyrimido[4,5-d]pyrimidine (8CI,9CI), also known as 1,3,6,8-tetraazanaphthalene, is a heterocyclic compound with significant pharmacological potential, including bronchodilatory, vasodilatory, antiallergic, antihypertensive, and anticancer properties. An efficient and regioselective synthesis method has been developed using a one-pot multi-component reaction in water, catalyzed by p-toluenesulfonic acid (p-TSA), which offers an environmentally friendly and cost-effective approach to producing these derivatives in moderate to good yields. This method addresses limitations of traditional synthetic routes, such as hazardous solvents and complex procedures, while enabling the exploration of diverse aromatic aldehyde substrates to optimize yield and structural variation.

Technology Process of Pyrimido[4,5-d]pyrimidine (8CI,9CI)

There total 1 articles about Pyrimido[4,5-d]pyrimidine (8CI,9CI) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

→ pyrimido[4,5-d]pyrimidine (254-64-8)

Guidance literature:

Acetal 2a, s-Triazin;

Refernces

An efficient and regioselective one-pot multi-component synthesis of pyrimido[4,5-d]pyrimidine derivatives in water

10.1016/j.tetlet.2013.12.095

The research aims to develop a more efficient and sustainable method for synthesizing pyrimido[4,5-d]pyrimidine derivatives, which are known for their pharmacological properties such as bronchodilatory, vasodilatory, antiallergic, antihypertensive, and anticancer effects. The study employs a one-pot multi-component reaction using isothiocyanate, aromatic aldehydes, and N,N-dimethyl-6-amino uracil in water, catalyzed by p-toluenesulfonic acid (p-TSA). The purpose is to overcome traditional synthetic drawbacks like hazardous solvents, complex pathways, and unwanted by-products. The key conclusion is that the use of p-TSA in water as a solvent provides an environmentally benign, inexpensive, and efficient process yielding pyrimido[4,5-d]pyrimidine derivatives in moderate to good yields. The study also explores the substrate scope with various aromatic aldehydes, observing electronic and steric effects on product yield. The synthesized compounds are characterized by various spectroscopic techniques, confirming their structures.

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