2-Phenazinecarboxylic acid methyl ester

Base Information

• Chemical Name: 2-Phenazinecarboxylic acid methyl ester
• CAS No.: 18450-12-9
• Molecular Formula: C₁₄H₁₀N₂O₂
• Molecular Weight: 238.246
• Mol file: 18450-12-9.mol

Synonyms:

Chemical Property of 2-Phenazinecarboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Phenazinecarboxylic acid methyl ester

There total 15 articles about 2-Phenazinecarboxylic acid methyl ester 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: 96.0%

methyl 10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine-8-carboxylate (1621867-55-7) → methyl phenazine-2-carboxylate (18450-12-9)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In acetonitrile; at 90 ℃; for 0.5h; Reagent/catalyst;

DOI:10.1021/ol501766m

Reference yield: 85.0%

Methyl 3,4-diaminobenzoate (36692-49-6) + 2,3-dibromobenzene (583-53-9) → methyl phenazine-2-carboxylate (18450-12-9)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; caesium carbonate; In toluene; at 110 ℃; for 16h; Inert atmosphere;

DOI:10.1002/ejoc.201301091

Reference yield: 63.0%

methyl 4-azidobenzoate (20442-96-0) + (E)-1-(3,5-dimethylphenyl)-2-phenyldiazene (77775-95-2) → methyl phenazine-2-carboxylate (18450-12-9)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; acetic acid; silver tetrakis(pentafluorophenyl)borate; at 110 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ja406131a

upstream raw materials:

methanol

phenazine-2-carboxylic acid

methyl 4-azidobenzoate

trans-azobenzene

Refernces

• 1、 Laha, Joydev K.,Tummalapalli, K. S. Satyanarayana,Gupta, Ankur. "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". supporting information. p. 4392 - 4395. Retrieved 2015/01/08.
• 2、 Laha, Joydev K.,Tummalapalli, K.S. Satyanarayana,Gupta, Ankur. "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". . p. 8330 - 8335. Retrieved 2014/01/06.