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Benzo[a]phenazin-5-ol is an organic compound with the chemical formula C12H9NO and a molecular weight of 183.21 g/mol. It is a derivative of phenazin, a heterocyclic aromatic compound, and is characterized by the presence of a hydroxyl group (-OH) attached to the 5th carbon atom in the benzo[a]phenazine ring system. Benzo[a]phenazin-5-ol is known for its potential applications in the synthesis of various pharmaceuticals and dyes due to its unique chemical structure and reactivity. Benzo[a]phenazin-5-ol is typically synthesized through various chemical reactions, such as the condensation of o-aminophenol with aldehydes or ketones, and can be further functionalized to yield a range of derivatives with diverse properties and applications.

2089-82-9

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2089-82-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 2089-82-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,0,8 and 9 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 2089-82:
(6*2)+(5*0)+(4*8)+(3*9)+(2*8)+(1*2)=89
89 % 10 = 9
So 2089-82-9 is a valid CAS Registry Number.

2089-82-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 6H-benzo[a]phenazin-5-ol

1.2 Other means of identification

Product number -
Other names 3-Hydroxy-1,2-benzophenazin

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2089-82-9 SDS

2089-82-9Downstream Products

2089-82-9Relevant academic research and scientific papers

Two step, one-pot sequential synthesis of functionalized hybrid polyheterocyclic scaffolds: Via a solid state melt reaction (SSMR)

Bakthadoss, Manickam,Srinivasan, Jayakumar,Hussain, Mir Ashiq,Sharada, Duddu S.

, p. 24314 - 24318 (2019)

A new one pot assembly of highly functionalized benzo[a]phenazinone fused chromene/bicyclic scaffolds via a domino Knoevenagel intramolecular hetero-Diels-Alder (IMHDA) strategy using a solid state melt reaction (SSMR) of 2-hydroxynaphthalene 1,4-dione, o

Microwave-assisted Domino Cyclization for the Synthesis of Novel Spiro-benzo[a]phenazine Annulated Heterocycles Catalyzed by a Basic Ionic Liquid

Yazdani-Elah-Abadi, Afshin,Mohebat, Razieh,Kangani, Mehrnoush

, p. 690 - 698 (2017)

An efficient and green strategy for the improved synthesis of a biologically and pharmaceutically interesting multi-functionalized diverse novel spiro-benzo[a]phenazine annulated heterocycles was developed with the assistance of microwave irradiation. A sequential one-pot, two-step domino reaction starting from 2-hydroxynaphthalene-1,4-dione, benzene-1,2-diamines, a cyclic carbonyl compound, and 1,3-indandione in the presence of a basic ionic liquid (1-butyl-3-methylimidazolium hydroxide) as an expedient, ecofriendly and reusable catalyst afforded the corresponding novel spiro[benzo[a]indeno[2′,1′:5,6]pyrano[2,3-c]phenazine] derivatives with high yield under solvent-free conditions. This domino Knoevenagel–Michael annulation reaction provided five new bonds (two C–C, two C?N, and one C–O) and two new rings through multiple operations in a single flask.

Study on Synthesis and Fluorescence of Novel Benzofused Phenazine π-Conjugated Skeleton with Coumarin and Isophoron Cores

Choudhary, Amol S.,Patil, Sharad R.,Sekar, Nagaiyan

, p. 1095 - 1102 (2015)

The novel benzofused phenazine π-conjugated skeleton with a coumarin and isophoron core was synthesized, characterized, and condensed with suitably substituted active methylene compounds by classical Knoevenagel condensation reaction to obtain novel mono-styryl dyes 6a-6d. These novel styryl dyes have hue varying from yellow to violet. The geometries of the styryl dyes were optimized at B3LYP/6-31G (d) level of theory, and their electronic excitation properties were evaluated using density functional theory.

A rapid and efficient domino protocol for the synthesis of functionalized benzo[a]pyrano[2,3-c]phenazine and benzo[f]pyrano[2,3-h]quinoxaline derivatives

Mohebat, Razieh,Yazdani Elah Abadi, Afshin,Maghsoodlou, Malek-Taher

, p. 6039 - 6048 (2016)

Benzo[a]pyrano[2,3-c]phenazine and benzo[f]pyrano[2,3-h]quinoxaline derivatives were synthesized via a one-pot, two-step procedure from a three-component condensation reaction of 2-hydroxynaphthalene-1,4-dione, 1,2-diamines, and tetracyanoethylene in the presence of pyridine as an efficient catalyst. This novel procedure has the advantages of operational simplicity, short reaction times, easy work-up, avoiding costly syntheses, and the products do not require further purification, which provides an efficient and economical method for the synthesis of related products in excellent yields.

DABCO-catalyzed multi-component domino reactions for green and efficient synthesis of novel 3-oxo-3H-benzo[a]pyrano[2,3-c]phenazine-1-carboxylate and 3-(5-hydroxybenzo[a]phenazin-6-yl)acrylate derivatives in water

Mohebat, Razieh,Yazdani-Elah-Abadi, Afshin,Hazeri, Nourallah

, p. 943 - 948 (2017)

An efficient, convenient and environmentally benign procedure for the synthesis of novel 3-oxo-3H-benzo[a]pyrano[2,3-c]phenazine-1-carboxylate and 3-(5-hydroxybenzo[a]phenazin-6-yl)acrylate derivatives has been developed by domino three-component condensation reaction between 2-hydroxynaphthalene-1,4-dione, benzene-1,2-diamines and acetylenic esters in the presence of a catalytic amount of DABCO as an expedient, eco-friendly and reusable base catalyst in water. This green process produces biologically and pharmacologically significant heterocycles in a one-pot single operation and offers considerable advantages such as: operational simplicity, short reaction time, high yields, reusability of catalyst, absence of any tedious workup or purification and avoids hazardous reagents/solvents.

A novel one-pot and rapid synthesis of polyfunctionalized benzo[a]pyrimido[5’,4’:5,6] pyrido[2,3-c]phenazine derivatives under microwave irradiation

Tabibian, Mahdieh,Mohebat, Razieh,Tabatabaee, Masoumeh

, p. 1008 - 1017 (2018)

A one-pot, environmentally friendly, and efficient protocol for the synthesis of novel polyfunctionalized benzo[a]pyrimido[5’,4’:5,6]pyrido[2,3-c]phenazine derivatives has been reported by a one-pot, four-component sequential reaction between 2-hydroxynaphthalene-1,4-dione, benzene-1,2-diamines, benzaldehydes, and 6-amino-1,3-dimethyluracil in the presence of p-TSA as a nontoxic, inexpensive, ecofriendly, and efficacious solid acid catalyst. Two C-C bonds, two C=N bonds, and one C-N bond, as well as two new rings, were formed in this reaction. Through this procedure, compounds with substantial biological and pharmaceutical properties are generated in a single operation. Factors such as high yields, less reaction time, operational simplicity, and lack of any dangerous reagents/solvents have made this process a green one.

A rapid and simple diversity-oriented synthesis of novel 3-amino-2′-oxospiro [benzo[c]pyrano[3,2-a]phenazine-1,3′-indoline]- 2-carbonitrile/carboxylate derivatives via a one-pot, four-component domino reaction

Mahdavinia, Gholam Hossein,Mirzazadeh, Maryam,Notash, Behrouz

, p. 3487 - 3492 (2013)

An efficient regio- and chemoselective method for the synthesis of novel 3-amino-2′-oxospiro[benzo[c]pyrano[3,2-a]phenazine-1,3′-indoline] -2-carbonitrile/carboxylate derivatives has been developed via the one-pot, four-component domino coupling of 2-hydroxynaphthalene-1,4-dione, benzene-1,2-diamines, isatins, and malononitrile/cyanoacetic ester in the presence of DABCO under reflux conditions in excellent yields. The merit of this cascade formation of two CN bonds/Knoevenagel condensation/Michael addition/cyclization sequence is highlighted by its high atom-economy, excellent yields, efficiency of producing five new bonds (two C-N, two C-C, and one C-O), and one stereocenter in a single operation.

Theophylline as the catalyst for the diastereoselective synthesis of: Trans -1,2-dihydrobenzo [a] furo[2,3- c] phenazines in water

Yazdani-Elah-Abadi, Afshin,Mohebat, Razieh,Maghsoodlou, Malek-Taher

, p. 84326 - 84333 (2016)

An efficient, convenient and environmentally benign procedure for the synthesis of novel 1,2-dihydrobenzo[a]furo[2,3-c]phenazine derivatives with high diastereoselectivity has been developed by a domino four-component condensation reaction between 2-hydroxynaphthalene-1,4-dione, benzene-1,2-diamines, aromatic aldehyde and pyridinium ylide in the presence of a catalytic amount of theophylline as an expedient, eco-friendly and reusable solid base catalyst in water. This one-pot process produces biologically and pharmacologically significant heterocycles with the formation of five new bonds (two C-C, two CN and one C-O) and two new rings in a single operation and this effective green process provides considerable advantages such as: operational simplicity, short reaction time, high yields, reusability of catalyst, absence of any tedious workup or purification and avoiding hazardous reagents/solvents.

Synthesis of a new library of pyrano-phenazine derivatives via a novel three-component protocol

Shaabani, Ahmad,Ghadari, Rahim,Arabieh, Masoud

, p. 228 - 236 (2014)

The pyrano-phenazine derivatives 6 were synthesized by an efficient procedure using the reaction between benzo[a]phenacin-5-ols with the condensation product of an aldehyde with Meldrum's acid in the presence of a catalytic amount of Et3N at ambient temperature. The procedure is very simple, and products could be separated from the reaction media by simple filtration. High functional-group tolerance both in the benzo[a]phenazin-5-ol and aldehyde moieties, facile reaction procedure, medium-to-high yields, and simple separation of the products from the reaction media are the advantages of this route. Copyright

Preparation and characterization of new inorganic–organic hybrid catalyst H3PMo12O40/Hyd-SBA-15 and its application in the domino multi-component reaction

Safaei-Ghomi, Javad,Bakhtiari, Atefeh

, (2019)

We present novel inorganic–organic hybrid catalyst to accomplish domino multi-component reaction (MCR) for synthesis of 3-amino-2′-oxospiro[benzo[c]pyrano[3,2-a]phenazine-1,3′-indoline]-2-carbonitrile/carboxylate derivatives. This methodology offers remarkable development by easy production of H3PMo12O40/Hyd-SBA-15 in regard to solving the problem of using harsh catalysts, also it demonstrates to be impressive and environmentally friendly in term of low reaction times and high yields.

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