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11-Nitrodibenzo[a,c]phenazine is a chemical compound with the molecular formula C18H9N3O2. It is a derivative of dibenzo[a,c]phenazine, a tricyclic aromatic compound, and features a nitro group (-NO2) at the 11th position. This yellow crystalline solid is known for its potential applications in the synthesis of various dyes and pigments, as well as in the development of photoactive materials. Due to its complex structure and functional groups, 11-nitrodibenzo[a,c]phenazine exhibits unique chemical and physical properties, making it a subject of interest in organic chemistry research.

4661-57-8

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4661-57-8 Usage

Appearance

Yellow to orange powder

Melting point

High

Solubility

Limited in water

Usage

Primarily as a reactant in organic synthesis

Application

Building block for manufacturing various organic compounds and heterocyclic derivatives

Biological and pharmaceutical applications

Studied for potential anti-tumor and anti-inflammatory properties

Limitations

Limited solubility and potential toxic effects

Current status

Usage and applications are still under investigation

Check Digit Verification of cas no

The CAS Registry Mumber 4661-57-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,6,6 and 1 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 4661-57:
(6*4)+(5*6)+(4*6)+(3*1)+(2*5)+(1*7)=98
98 % 10 = 8
So 4661-57-8 is a valid CAS Registry Number.

4661-57-8Downstream Products

4661-57-8Relevant academic research and scientific papers

In water organic synthesis: Introducing itaconic acid as a recyclable acidic promoter for efficient and scalable synthesis of quinoxaline derivatives at room temperature

Tamuli, Kashyap J.,Nath, Shyamalendu,Bordoloi, Manobjyoti

supporting information, p. 983 - 1002 (2021/02/27)

Substituted quinoxaline derivatives are traditionally synthesized by co-condensation of various starting materials. Herein, we describe a novel environmentally benign in water synthetic route for the synthesis of structurally and electronically diverse ninety quinoxalines with readily available substituted o-phenylenediamine and 1,2-diketones using cheap and biodegradable itaconic acid as a mild acid promotor in 1 hours. The reaction is performed at room temperature, which proceeds through cyclo-condensation reaction followed by obtaining the aforesaid nitrogen-containing heterocyclic adducts without performing the column chromatography up to 96% total yields. The simplicity, high efficiency, and reusable of the catalyst merits this reaction condition as “green synthesis” which enables it to be useful in synthetic transformations upto gram scale level.

[BBSA-DBN][HSO4]: a novel –SO3H functionalized Bronsted acidic ionic liquid for easy access of quinoxalines

Patil, Megha U.,Shinde, Sachinkumar K.,Patil, Sandip P.,Patil, Suresh S.

, p. 4923 - 4938 (2020/08/24)

Abstract: A novel –SO3H difunctionalized Bronsted acidic ionic liquid (BAIL) 1, 5-bis (butanesulphonic acid)-diazobicyclo [4,3,0] non-5-enium hydrogen sulphate [BBSA-DBN][HSO4] is introduced for efficient synthesis of quinoxalines vi

A zirconium Schiff base complex immobilized on starch-coated maghemite nanoparticles catalyzes heterogeneous condensation of 1,2-diamines with 1,2-dicarbonyl compounds

Jafarpour, Maasoumeh,Rezaeifard, Abdolreza

, p. 205 - 211 (2016/02/20)

A magnetically separable zirconium Schiff base nanocatalyst was synthesized under ultrasonic agitation. TEM images revealed a uniform spherical particle shape with average size of 10-14 nm for the as-prepared catalyst. The catalytic performance of ZrOL2@SMNP in the heterogeneous condensation of various 1,2-diamines and 1,2-dicarbonyls for the synthesis of heterocyclic compounds in ethanol has been explored.

Protic ionic liquids: A lucid, rational tool for synthesis of phthalazinediones, quinoxalines and benzopyrans

Mulik,Chandam,Patil,Patil,Mulik,Salunkhe,Deshmukh

, p. 10085 - 10096 (2016/01/12)

Protic ionic liquids (PILs), which are easily produced through the combination of a Bronsted acid and Bronsted base, such as [Mim]Ac and 1,4-diazabicyclo[ 2.2.2]octane (DABCO):AcOH:H2O (1:1:3), were found to be lucid, tunable tool for synthesis

A novel protocol for selective synthesis of monoclinic zirconia nanoparticles as a heterogeneous catalyst for condensation of 1,2-diamines with 1,2-dicarbonyl compounds

Jafarpour, Maasoumeh,Rezapour, Elham,Ghahramaninezhad, Mahboobe,Rezaeifard, Abdolreza

, p. 676 - 682 (2014/02/14)

ZrO2 nanocatalyst has been obtained successfully using novel and safe agents through a simple and safe sol-gel method (polymerizing-complexing) and characterized by XRD, FT-IR, Raman spectroscopies and transmission electron microscopy (TEM). Raman spectroscopies and XRD results indicated only formation of monoclinic zirconia. TEM images revealed spherical nanoparticles with 20-40 nm diameter range. The spectral and analysis data confirmed the effectiveness of the method for preparation of monoclinic zirconia by preventing grain growth or agglomeration of particles. The nanostructured ZrO2 exhibited high efficiency in catalyzing condensation of various 1,2-diamine and 1,2-dicarbonyl compounds for the synthesis of heterocyclic compounds. The recovery of the title heterogeneous nanocatalyst was easy and efficient and its catalytic activity was strikingly different from the bulk one.

Zirconium triflate: An efficient catalyst for the synthesis of quinolines and quinoxalines

Kolvari, Eskandar,Zolfigol, Mohammad Ali,Koukabi, Nadiya,Gilandust, Maryam,Kordi, Abdol-Vahid

, p. 1183 - 1191 (2013/11/06)

An environmentally friendly method is described for the preparation of substituted quinoline and quinoxaline derivatives using Zr(OTf)4 as an efficient catalyst. The method is based on using 1,3-diketones, ketones and 2-aminoaryl ketones under solvent-free conditions and also on using 1,2-diketone, 1,2-diamine in EtOH/H2O at room temperature for quinloine and quinoxaline synthesis, respectively. The advantages in using this method, include its environmental friendliness, simple operating process and good yields.

Reusable α-MoO3 nanobelts catalyzes the green and heterogeneous condensation of 1,2-diamines with carbonyl compounds

Jafarpour, Maasoumeh,Rezaeifard, Abdolreza,Ghahramaninezhad, Mahboube,Tabibi, Tooba

, p. 2087 - 2095 (2013/10/08)

Crystalline nanobelts of α-MoO3 have been obtained successfully using novel and safe agents through a simple and safe sol-gel method (polymerizing-complexing) and characterized by XRD, FT-IR, Raman spectroscopies, high resolution transmission electron microscopy (HRTEM), scanning electron microscopy (SEM) and the temperature programmed desorption (TPD) of ammonia. An orthorhombic lattice system for nano-MoO3 was established. The HRTEM images showed that the nanobelt morphology of α-MoO3 mostly ranged from 20-70 nm in width and 200-400 nm in length. The ammonia TPD profile demonstrated strong acidic sites. The spectral and analysis data confirmed the effectiveness of the method for the preparation of α-MoO3 nanobelts by prevention of grain growth or agglomeration of the particles. The nanostructured MoO3 exhibited a high efficiency in catalyzing the condensation reaction of various 1,2-diamine and carbonyl compounds for synthesis of heterocyclic compounds. The recovery of the title heterogenous nanocatalyst was easy and efficient and its catalytic activity was strikingly different from the bulk material.

A novel and simple synthesis of some new and known dibenzo phenazine and quinoxaline derivatives using lead dichloride

Karami, Bahador,Khodabakhshi, Saeed

, p. 1655 - 1658 (2013/09/24)

A simple method for the synthesis of phenazine and quinoxaline derivatives have been developed via a reaction of o-phenylenediamines and 1,2-dicarbonyl compounds or aryl glyoxals in the presence of lead dichloride in ethanol at room temperature. This meth

Graphite catalyzed green synthesis of quinoxalines

Kadam, Hari K.,Khan, Salman,Kunkalkar, Rupesh A.,Tilve, Santosh G.

, p. 1003 - 1007 (2013/02/25)

A new simple approach using environmentally benign, cheap, and easily recyclable graphite as a heterogeneous catalyst for the synthesis of quinoxalines is described. A library of pharmacologically interesting diphenylquinoxalines is prepared by the double condensation of substituted benzils, phenanthrene-9,10-dione, and benzoin with aromatic diamines in 71-93% yields at room temperature in ethanol. Aliphatic diamines gave corresponding dihydropyrazines from substituted benzils in 72-92% yields.

Synthesis of novel aryl quinoxaline derivatives by new catalytic methods

Soleymani, Reza,Niakan, Neda,Tayeb, Shohre,Hakimi, Shirin

, p. 687 - 701 (2012/10/30)

Quinoxalines are nitrogenous compounds that widely are used in various industries like paint, pharmaceutical and medicine. Quinoxaline ring is also part of antibiotics structure such as Actinomycin, Lomacin. By using of this synthesis method of these comp

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