3-Amino-6-phenylpyrazine-2-carbonitrile

Base Information

• Chemical Name: 3-Amino-6-phenylpyrazine-2-carbonitrile
• CAS No.: 50627-25-3
• Molecular Formula: C11H8N4
• Molecular Weight: 196.21
• DSSTox Substance ID: DTXSID80408469
• Nikkaji Number: J331.349B
• Wikidata: Q82213956
• Mol file: 50627-25-3.mol

Synonyms:3-amino-6-phenylpyrazine-2-carbonitrile;50627-25-3;2-AMINO-3-CYANO-5-PHENYLPYRAZINE;DOMOICACID;SCHEMBL5028275;DTXSID80408469;MFCD00204075;AKOS006274693;AS-50107;CS-0323032;FT-0739363;O10940;3-Imino-6-phenyl-3,4-dihydropyrazine-2-carbonitrile

Chemical Property of 3-Amino-6-phenylpyrazine-2-carbonitrile

Chemical Property:

• PSA: 75.59000
• LogP: 2.17868
• Storage Temp.: 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 196.074896272
• Heavy Atom Count: 15
• Complexity: 251

Purity/Quality:

97% ^*data from raw suppliers

3-Amino-6-phenylpyrazine-2-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CN=C(C(=N2)C#N)N

Technology Process of 3-Amino-6-phenylpyrazine-2-carbonitrile

There total 4 articles about 3-Amino-6-phenylpyrazine-2-carbonitrile 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: 92.0%

2-amino-3-cyano-5-phenylpyrazine-1-N-oxide (50627-20-8) → 2-amino-3-cyano-5-phenylpyrazine (50627-25-3)

Guidance literature:

With triethyl phosphite; In isopropyl alcohol; at 125 - 130 ℃; for 1h; Inert atmosphere; Large scale;

DOI:10.1021/op049889k

Reference yield: 77.0%

2-amino-3-bromo-5-phenylpyrazine (67602-05-5) → 2-amino-3-cyano-5-phenylpyrazine (50627-25-3)

Guidance literature:

In N,N-dimethyl-formamide; at 120 - 130 ℃; for 2h;

DOI:10.1055/s-1990-26972

Reference yield:

oxo-phenyl-acetaldehyde oxime (532-54-7) → 2-amino-3-cyano-5-phenylpyrazine (50627-25-3)

Guidance literature:

Multi-step reaction with 2 steps

1: isopropyl alcohol / 48 h / 20 °C / Inert atmosphere

2: triethyl phosphite / isopropyl alcohol / 1 h / 125 - 130 °C / Inert atmosphere; Large scale

With triethyl phosphite; In isopropyl alcohol;

DOI:10.1021/op049889k

upstream raw materials:

2-amino-3-bromo-5-phenylpyrazine

2-amino-3-cyano-5-phenylpyrazine-1-N-oxide

oxo-phenyl-acetaldehyde oxime

Downstream raw materials:

4-chloro-2-dimethylamino-6-phenylpteridine

C₁₁H₁₂N₄

methyl 3-amino-6-phenylthieno[2,3-b]pyrazine-2-carboxylate