1-cyanophenazine

Base Information

• Chemical Name: 1-cyanophenazine
• CAS No.: 411211-73-9
• Molecular Formula: C₁₃H₇N₃
• Molecular Weight: 205.219
• Mol file: 411211-73-9.mol

Synonyms:1-cyanophenazine

Chemical Property of 1-cyanophenazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-cyanophenazine

There total 3 articles about 1-cyanophenazine 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: 65.0%

N-(3-cyanophenyl)-N-(2-nitrosophenyl)amine → 1-cyanophenazine (411211-73-9) + phenazine-2-carbonitrile (6479-93-2)

Guidance literature:

With N,O-bis-(trimethylsilyl)-acetamide; In N,N-dimethyl-formamide; at 20 ℃; for 48h;

DOI:10.1016/j.tet.2017.04.046

Reference yield: 33.0%

3-(1,3-dihydro-2H-benzo[d][1,3,2]diazaborol-2-yl)benzonitrile → 1-cyanophenazine (411211-73-9) + phenazine-2-carbonitrile (6479-93-2)

Guidance literature:

With silver(l) oxide; In dimethyl sulfoxide; at 80 ℃; for 24h; regioselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1039/d1cc06705b

Reference yield:

1,2-diamino-benzene (95-54-5) + (3‐cyanophenyl)boronic acid (150255-96-2) → 1-cyanophenazine (411211-73-9) + phenazine-2-carbonitrile (6479-93-2)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 4 h / 120 °C / Dean-Stark

2: silver(l) oxide / dimethyl sulfoxide / 24 h / 80 °C / Schlenk technique; Inert atmosphere

With silver(l) oxide; In dimethyl sulfoxide; toluene;

DOI:10.1039/d1cc06705b

upstream raw materials:

1,2-diamino-benzene

(3‐cyanophenyl)boronic acid

Downstream raw materials:

tubermycin B

Refernces

• 1、 Wróbel, Zbigniew,Plichta, Karolina,Kwast, Andrzej. "Reactivity and substituent effects in the cyclization of N-aryl-2-nitrosoanilines to phenazines". . p. 3147 - 3152. Retrieved 2017/05/08.