2-phenyl-1H-imidazo[4,5-b]phenazine

Base Information

• Chemical Name: 2-phenyl-1H-imidazo[4,5-b]phenazine
• CAS No.: 114991-72-9
• Molecular Formula: C₁₉H₁₂N₄
• Molecular Weight: 296.331
• European Community (EC) Number: 663-611-7
• Nikkaji Number: J1.205.337A
• ChEMBL ID: CHEMBL3397539
• Mol file: 114991-72-9.mol

Synonyms:2-phenyl-1H-imidazo(4,5-b)phenazine

Chemical Property of 2-phenyl-1H-imidazo[4,5-b]phenazine

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 296.106196400
• Heavy Atom Count: 23
• Complexity: 674

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC3=CC4=NC5=CC=CC=C5NC4=CC3=N2

Technology Process of 2-phenyl-1H-imidazo[4,5-b]phenazine

There total 3 articles about 2-phenyl-1H-imidazo[4,5-b]phenazine 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: 83.0%

2,3-diaminephenazine (655-86-7) + benzoic acid (65-85-0,8013-63-6) → 2-(phenyl)-1H-imidazo[4,5-b]phenazine (114991-72-9)

Guidance literature:

With trichlorophosphate; In acetic acid; for 8h; Reflux;

DOI:10.1016/j.ejmech.2013.12.007

Reference yield: 80.0%

2,3-diaminephenazine (655-86-7) + benzaldehyde (100-52-7) → 2-(phenyl)-1H-imidazo[4,5-b]phenazine (114991-72-9)

Guidance literature:

With acetic acid; In N,N-dimethyl-formamide; at 85 ℃; for 8h;

DOI:10.1016/j.tet.2013.07.007

Reference yield:

1,2-diamino-benzene (95-54-5) → 2-(phenyl)-1H-imidazo[4,5-b]phenazine (114991-72-9)

Guidance literature:

Multi-step reaction with 2 steps

1: iron(III) chloride; hydrogenchloride / water / 20 °C

2: acetic acid / N,N-dimethyl-formamide / 8 h / 85 °C

With hydrogenchloride; iron(III) chloride; acetic acid; In water; N,N-dimethyl-formamide;

DOI:10.1016/j.saa.2013.11.004

upstream raw materials:

2,3-diaminephenazine

benzaldehyde

1,2-diamino-benzene

benzoic acid

Refernces

• 1、 Wei, Taibao,Wu, Guiyuan,Shi, Bingbing,Lin, Qi,Yao, Hong,Zhang, Youming. "A fluorescent chemosensor for dihydrogen phosphate ion based on 2-[2-hydroxy-4-(diethylamino) phenyl]-1himidazo[4,5-b]phenazine-Fe3+ ensemble". . p. 1238 - 1244. Retrieved 2014.
• 2、 Zhang, Hai-Li,Wei, Tai-Bao,Li, Wen-Ting,Qu, Wen-Juan,Leng, Yan-Li,Zhang, Jian-Hui,Lin, Qi,Zhang, You-Ming,Yao, Hong. "Phenazine-based colorimetric and fluorescent sensor for the selective detection of cyanides based on supramolecular self-assembly in aqueous solution". . p. 117 - 124. Retrieved 2017.
• 3、 Mahran, Asma M.,Ragab, Sherif Sh.,Hashem, Ahmed I.,Ali, Mamdouh M.,Nada, Afaf A.. "Synthesis and antiproliferative activity of novel polynuclear heterocyclic compounds derived from 2,3-diaminophenazine". . p. 568 - 576. Retrieved 2015.