2-Aminopyridine-3,5-dicarbonitrile

Base Information

• Chemical Name: 2-Aminopyridine-3,5-dicarbonitrile
• CAS No.: 78473-10-6
• Molecular Formula: C₇H₄N₄
• Molecular Weight: 144.136
• European Community (EC) Number: 856-221-5
• NSC Number: 165541
• DSSTox Substance ID: DTXSID20304375
• Wikidata: Q82050254
• Mol file: 78473-10-6.mol

Synonyms:2-aminopyridine-3,5-dicarbonitrile;78473-10-6;2-Amino-3,5-dicyanopyridine;NSC165541;2-amino-3.5-dicyanopyridine;SCHEMBL245286;DTXSID20304375;YLZXGBMEWRIPQX-UHFFFAOYSA-N;AMY26900;MFCD00462247;AKOS006344698;NSC-165541;SB75535;BS-17547;FT-0768276;D83856;EN300-207570;F1957-0375

Chemical Property of 2-Aminopyridine-3,5-dicarbonitrile

Chemical Property:

• Vapor Pressure: 0.000149mmHg at 25°C
• Boiling Point: 332.1 °C at 760 mmHg
• Flash Point: 154.6 °C
• PSA: 86.49000
• Density: 1.35 g/cm³
• LogP: 0.98836
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 144.043596145
• Heavy Atom Count: 11
• Complexity: 229

Purity/Quality:

99% ^*data from raw suppliers

2-Aminopyridine-3,5-dicarbonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC(=C1C#N)N)C#N
• Uses: 2-Amino-3,5-pyridinedicarbonitrile is used in the development of Inhibitors of Dihydrofolate Reductase.

Technology Process of 2-Aminopyridine-3,5-dicarbonitrile

There total 3 articles about 2-Aminopyridine-3,5-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: 73.0%

2-amino-6-chloropyridine-3,5-dicarbonitrile (51768-01-5) → 2-Amino-3,5-dicyanopyridine (78473-10-6)

Guidance literature:

With hydrogen; palladium-barium carbonate; In methanol; N,N-dimethyl-formamide; for 6h; under 2585.7 Torr;

DOI:10.1021/jm00156a029

Reference yield: 39.0%

ethyl cyanoacetimidate hydrochloride (55244-11-6) + 3-Dimethylamino-2-formylacrylsaeurenitril → 2-Amino-3,5-dicyanopyridine (78473-10-6)

Guidance literature:

With ammonium acetate; In ethanol; Heating;

DOI:10.1002/ardp.19943270107

Reference yield:

→ 2-Amino-3,5-dicyanopyridine (78473-10-6)

Guidance literature:

3-Amino-2-cyan-acrylnitril (IV), Pd-KOhle, E., (77grad, 1000-1500 psi), Hydrieren;

DOI:10.1021/jo01045a063

upstream raw materials:

2-amino-6-chloropyridine-3,5-dicarbonitrile

ethyl cyanoacetimidate hydrochloride

Downstream raw materials:

2-chloro-3,5-dicyanopyridine

Refernces

• 1、 Gangjee, Aleem,Adair, Ona,Queener, Sherry F.. "Synthesis of 2,4-Diamino-6-(thioarylmethyl)pyrido[2,3-d]pyrimidines as dihydrofolate reductase inhibitors". . p. 2929 - 2935. Retrieved 2007/10/03.
• 2、 Troschutz,Dennstedt. "Synthesis of substituted 2-aminonicotinonitriles". . p. 33 - 40. Retrieved 2007/10/02.