3-Azido-2,5-diphenylpyrazine

Base Information

• Chemical Name: 3-Azido-2,5-diphenylpyrazine
• CAS No.: 76849-27-9
• Molecular Formula: C16H11N5
• Molecular Weight: 273.297
• DSSTox Substance ID: DTXSID80517025
• Nikkaji Number: J613.424F
• Wikidata: Q82378751
• Mol file: 76849-27-9.mol

Synonyms:3-Azido-2,5-diphenylpyrazine;76849-27-9;DTXSID80517025

Chemical Property of 3-Azido-2,5-diphenylpyrazine

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 273.10144537
• Heavy Atom Count: 21
• Complexity: 367

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CN=C(C(=N2)N=[N+]=[N-])C3=CC=CC=C3

Technology Process of 3-Azido-2,5-diphenylpyrazine

There total 3 articles about 3-Azido-2,5-diphenylpyrazine 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: 67.0%

2,5-diphenylpyrazine 1-oxide (34046-78-1) → 2-azido-3,6-diphenylpyrazine (76849-27-9)

Guidance literature:

With trimethylsilylazide; N,N-diethylcarbamyl chloride; In acetonitrile; for 24h; Heating;

DOI:10.1055/s-1994-25607

Reference yield: 62.0%

2-Chloro-3,6-diphenylpyrazine (41270-64-8) → 2-azido-3,6-diphenylpyrazine (76849-27-9)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 120 ℃; for 24h;

Reference yield:

2,5-diphenylpyrazine (5398-63-0) → 2-azido-3,6-diphenylpyrazine (76849-27-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / 87 percent m-chloroperbenzoic acid / CHCl₃ / 3 h / 45 - 50 °C

2: 67 percent / trimethylsilyl azide, diethylcarbamoyl chloride / acetonitrile / 24 h / Heating

With trimethylsilylazide; N,N-diethylcarbamyl chloride; 3-chloro-benzenecarboperoxoic acid; In chloroform; acetonitrile;

DOI:10.1055/s-1994-25607

upstream raw materials:

2,5-diphenylpyrazine 1-oxide

2-Chloro-3,6-diphenylpyrazine

2,5-diphenylpyrazine

Downstream raw materials:

2-amino-3,6-diphenylpyrazine