6479-93-2

Usage

Uses

Given the provided materials, specific applications for 2-Phenazinecarbonitrile are not detailed. However, based on the structural features of phenazine compounds and the presence of a cyano group, we can infer potential uses in various fields:
Used in Pharmaceutical Industry:
2-Phenazinecarbonitrile could be used as a pharmaceutical intermediate for the synthesis of various bioactive compounds due to its unique phenazine core and cyano functional group, which may contribute to the development of new drugs with specific therapeutic properties.
Used in Chemical Synthesis:
In the field of organic chemistry, 2-Phenazinecarbonitrile may serve as a key building block or reactant in the synthesis of more complex organic molecules, including potential pharmaceuticals, dyes, or materials with specialized properties.
Used in Research and Development:
2-Phenazinecarbonitrile might be utilized in academic and industrial research settings to explore its chemical reactivity, potential biological activities, and applications in various chemical processes.

Upstream product

• 93258-68-5 10-methyl-5,10-dihydro-phenazine-2-carbonitrile 
• 30888-02-9 2-cyano-10-methyl-5-phenazyl 
• 16588-23-1 3-nitro-4-(phenylamino)benzonitrile 
• 356080-79-0 4-(2-amino-anilino)-3-nitro-benzonitrile 
• 1621867-54-6 10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine-8-carbonitrile 
• 95-54-5 1,2-diamino-benzene 
• 150255-96-2 (3‐cyanophenyl)boronic acid 
• 1435933-07-5 2-(4-cyanophenyl)-1,3,2-benzodiazaborole 
• 939-80-0 4-chloro-3-nitrobenzonitrile 
• 6574-99-8 3,4-dichloro-benzonitrile 

Downstream Products

• 18450-16-3 phenazine-2-carboxylic acid 

Relevant academic research and scientific papers

An umpolung strategy for rapid access to thermally activated delayed fluorescence (TADF) materials based on phenazine

Herein, Ag(I)-promoted regioselective intramolecular radical nucleophilic addition/rearrangement of 2-aryl diazaboroles has been accomplished for the first time to construct phenazine structures. This protocol is an umpolung strategy based on the classical electrophilic mechanism, and therefore, a reversed regioselectivity was observed, which provides an opportunity to prepare sterically hindered phenazines. The resulting thermally activated delayed fluorescence (TADF) materials based on phenazine exhibit emission bands from green to red with high quantum yields and moderate fluorescence lifetimes as solid films.

Reactivity and substituent effects in the cyclization of N-aryl-2-nitrosoanilines to phenazines

Reactivity of variously substituted N-aryl-2-nitrosoanilines in the reaction of cyclization leading to phenazine derivatives, carried out in the presence of N,O-bis(trimethylsilyl)acetamide (BSA), was estimated on the base of the observed reaction times. A strong opposite effect of substituents located at position para to the nitroso group and those located para to the amino group in the side ring was observed. Mechanistic explanation, based on the electronic properties of the substituents and their mesomeric effects, was presented. The usefulness of the obtained data for the designed syntheses of phenazines was exposed.

Transition-metal-free tandem oxidative removal of benzylic methylene group by C-C and C-N bond cleavage followed by intramolecular new aryl C-N bond formation under radical conditions

A novel tandem oxidative conversion of 10,11-dihydro-5H-dibenzo[b,e][1,4]diazepines to phenazines has been achieved under transition-metal-free, mild conditions using K2S2O8 or DDQ as the oxidizing agent. The transformation proceeds through oxidative removal of a benzylic methylene group by C-C and C-N bond cleavage followed by a new aryl C-N bond formation under radical conditions.

Palladium-catalyzed domino double n-arylations (inter- and intramolecular) of 1,2-diamino(hetero)arenes with o,o-dihalo(hetero)arenes for the synthesis of phenazines and pyridoquinoxalines

Domino reactions for the synthesis of phenazines have been developed that start from 1,2-diaminoarenes and 1,2-dihaloarenes and proceed through palladium-catalyzed double N-arylations (inter- and intramolecular) followed by an in situ oxidation. A variety of functional groups, which include base-sensitive groups, were well tolerated under the optimized reaction conditions to afford phenazines in good to excellent yields. The protocol was extended to the synthesis of pyridoquinoxalines by employing either o-phenylenediamines and 2,3-dihalopyridines or 1,2-diaminopyridines and 1,2-dihaloarenes. Domino reactions for the synthesis of phenazines have been developed that start from 1,2-diaminoarenes and 1,2-dihaloarenes and proceed through palladium-catalyzed double N-arylations (inter- and intramolecular) followed by an in situ oxidation. The protocol was extended to the synthesis of pyridoquinoxalines. Copyright