2-Amino-4,6-dichloropyrimidine

Base Information

• Chemical Name: 2-Amino-4,6-dichloropyrimidine
• CAS No.: 56-05-3
• Molecular Formula: C4H3Cl2N3
• Molecular Weight: 163.994
• Hs Code.: 2933.59
• European Community (EC) Number: 200-253-9
• NSC Number: 18698
• UNII: 885F759P8I
• DSSTox Substance ID: DTXSID2049420
• Nikkaji Number: J207.971B
• Wikipedia: 2-amino-4,6-dichloropyrimidine
• Wikidata: Q27269891
• ChEMBL ID: CHEMBL3188288
• Mol file: 56-05-3.mol

Synonyms:2-amino-4,6-dichloropyrimidine;Py 11

Chemical Property of 2-Amino-4,6-dichloropyrimidine

Chemical Property:

• Appearance/Colour: light brown crystalline powder
• Vapor Pressure: 5.01E-05mmHg at 25°C
• Melting Point: 219-222 °C(lit.)
• Refractive Index: 1.633
• Boiling Point: 348.5 °C at 760 mmHg
• PKA: 0.14±0.10(Predicted)
• Flash Point: 164.6 °C
• PSA: 51.80000
• Density: 1.606 g/cm³
• LogP: 1.94680
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water, soluble in acetone, two monomer (VCM) and thermal toluene.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 162.9704025
• Heavy Atom Count: 9
• Complexity: 89.8

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-4,5-dichloropyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(N=C(N=C1Cl)N)Cl
• Uses: Microwave-assisted synthesis of pyrazolo [3, 4-d] pyrimidines from 2-amino-4, 6-dichloropyrimidine-5-carbaldehyde is under solvent-free conditions. A series of 6-alkynyl-2,4-diaminopyrimidine derivatives bearing various substituents at alkynyl moiety was prepared by the Sonogashira cross-coupling reaction of 2,4-diamino-6-iodopyrimidine using Pd(PPh3)2Cl2 as catalyst.

Technology Process of 2-Amino-4,6-dichloropyrimidine

There total 10 articles about 2-Amino-4,6-dichloropyrimidine 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: 98.8%

2-aminopyrimidine-4,6-diol (56-09-7) → 2-Amino-4,6-dichloropyrimidine (56-05-3)

Guidance literature:

With triethylamine; trichlorophosphate; at 40 - 90 ℃; for 2h;

Reference yield: 92.0%

2?amino?6?hydroxy?4[1H]?pyrimidinone → 2-Amino-4,6-dichloropyrimidine (56-05-3)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl-aniline; at 20 - 60 ℃; for 4h; Cooling with ice;

Reference yield: 29.0%

2,4,6-trichloropyrimidine (3764-01-0) → 2-Amino-4,6-dichloropyrimidine (56-05-3)

Guidance literature:

With sodium amide; for 16h; Heating;

DOI:10.1002/jhet.5570360524

upstream raw materials:

2,4,6-trichloropyrimidine

2-aminopyrimidine-4,6-diol

ammonia

2-amino-6-hydroxy-pyrimidin-4(3H)-one

Downstream raw materials:

4-chloro-6-(4-morpholinyl)-2-pyrimidinamine

2-((2-amino-6-chloropyrimidin-4-yl)amino)ethanol

6-chloro-pyrimidine-2,4-diyldiamine

4-chloro-6-(piperidin-1-yl)pyrimidin-2-amine

Refernces

Synthesis and antiviral activity of carbocyclic analogues of xylofuranosides of 2-amino-6-substituted-purines and 2-amino-6-substituted-8-azapurines

10.1021/jm00394a017

The research focused on the synthesis and antiviral activity of carbocyclic analogues of xylofuranosides of 2-amino-6-substituted-purines and 2-amino-6-substituted-8-azapurines. The purpose of this study was to explore the potential of these carbocyclic nucleoside analogues as antiviral agents, particularly against herpes simplex virus (HSV-1 and HSV-2), human cytomegalovirus (CMV), and varicella-zoster virus (VZV). The researchers synthesized a series of compounds, including carbocyclic xylofuranosylguanine (C-xylo-G, compound 9) and its 8-aza analogue (compound 13), through a series of chemical reactions involving precursors such as 2-amino-4,6-dichloropyrimidine and 2-azabicyclo[2.2.1]hept-5-en-3-one. The conclusions drawn from the study were that compounds 9 and 13 exhibited significant antiviral activity, with compound 9 being more potent against both HSV-1 and HSV-2. Additionally, compound 9 demonstrated potent activity against CMV and VZV, making it a promising candidate for further in vivo studies. The chemicals used in the synthesis process included various reagents and solvents such as triethyl orthoformate, acetic acid, zinc dust, p-chlorobenzenediazonium chloride, and dimethylformamide, among others.