Pyrimidine-2,4-dicarbonitrile

Base Information

• Chemical Name: Pyrimidine-2,4-dicarbonitrile
• CAS No.: 75928-84-6
• Molecular Formula: C6H2 N4
• Molecular Weight: 130.10688
• Hs Code.: 2933599590
• DSSTox Substance ID: DTXSID60506816
• Wikidata: Q82362757
• Mol file: 75928-84-6.mol

Synonyms:PYRIMIDINE-2,4-DICARBONITRILE;75928-84-6;2,4-PYRIMIDINEDICARBONITRILE;2,4-Pyrimidinedicarbonitrile (9CI);SCHEMBL2238411;DTXSID60506816;AMY15812;MFCD09834972;AKOS006328531;AB52977;AS-50641;CS-0048726;P10787;A865590

Chemical Property of Pyrimidine-2,4-dicarbonitrile

Chemical Property:

• PSA: 73.36000
• LogP: 0.21996
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 130.027946081
• Heavy Atom Count: 10
• Complexity: 204

Purity/Quality:

98%min ^*data from raw suppliers

2,4-Pyrimidinedicarbonitrile 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(N=C1C#N)C#N

Technology Process of Pyrimidine-2,4-dicarbonitrile

There total 3 articles about Pyrimidine-2,4-dicarbonitrile 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: 80.0%

tetraethylammoniumcyanide (13435-20-6) + Trimethyl-2-(4-cyanpyrimidinyl)ammoniumchlorid (77767-95-4) → 2,4-Dicyanpyrimidin (75928-84-6)

Guidance literature:

In dichloromethane; for 0.5h; Ambient temperature;

Reference yield: 12.0%

2,6-Dichloropyrimidine (3934-20-1) + sodium cyanide (143-33-9,25596-52-5) → 4-chloropyrimidine-2-carbonitrile (898044-48-9) + 2,4-Dicyanpyrimidin (75928-84-6)

Guidance literature:

In dimethyl sulfoxide; for 0.75h;

DOI:10.1002/jhet.5570170554

Reference yield:

2-chloro-pyrimidine-4-carbonitrile (75833-38-4) → 2,4-Dicyanpyrimidin (75928-84-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / benzene / 1) 0 deg C; 2) room temperature, 1h

2: 80 percent / CH₂Cl₂ / 0.5 h / Ambient temperature

In dichloromethane; benzene;

upstream raw materials:

2,6-Dichloropyrimidine

sodium cyanide

tetraethylammoniumcyanide

Trimethyl-2-(4-cyanpyrimidinyl)ammoniumchlorid

Downstream raw materials:

2,6-Dicyano-3-(N,N-diethylamino)-4-phenylpyridine

Refernces

• 1、 Martin. "Synthesis of pyridines from dicyanopyrimidines. A Diels-Alder approach to the C-ring of streptonigrin (1)". . p. 1111 - 1112. Retrieved 2007/10/02.