Methyl phenanthridine-6-carboxylate

Base Information

• Chemical Name: Methyl phenanthridine-6-carboxylate
• CAS No.: 26245-07-8
• Molecular Formula: C₁₅H₁₁NO₂
• Molecular Weight: 237.258
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90560426
• Nikkaji Number: J88.415D
• Wikidata: Q82443573
• Mol file: 26245-07-8.mol

Synonyms:methyl phenanthridine-6-carboxylate;26245-07-8;DTXSID90560426

Chemical Property of Methyl phenanthridine-6-carboxylate

Chemical Property:

• Melting Point: 95-97 °C
• Boiling Point: 422.6±18.0 °C(Predicted)
• PKA: 1.79±0.40(Predicted)
• PSA: 39.19000
• Density: 1.256±0.06 g/cm3(Predicted)
• LogP: 3.17460
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 237.078978594
• Heavy Atom Count: 18
• Complexity: 318

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=NC2=CC=CC=C2C3=CC=CC=C31

Technology Process of Methyl phenanthridine-6-carboxylate

There total 8 articles about Methyl phenanthridine-6-carboxylate 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: 98.0%

methyl 5,6-dihydrophenanthridine-6-carboxylate → methyl phenanthridine-6-carboxylate (26245-07-8)

Guidance literature:

With 4,5,6,7-tetrachloro-2',4',5',7'-tetraiodofluorescein disodium salt; In water; at 20 ℃; for 24h; Irradiation; Green chemistry;

DOI:10.1039/c9gc01557d

Reference yield: 95.0%

methyl 2-([1,1'-biphenyl]-2-ylamino)acetate (1021010-34-3) → methyl phenanthridine-6-carboxylate (26245-07-8)

Guidance literature:

With 4,5,6,7-tetrachloro-2',4',5',7'-tetraiodofluorescein disodium salt; In water; acetonitrile; at 20 ℃; for 24h; Reagent/catalyst; Solvent; Time; Catalytic behavior; Irradiation; Green chemistry;

DOI:10.1039/c9gc01557d

Reference yield: 93.0%

hydrazinecarboxylic acid methyl ester (6294-89-9) + 2-isocyanobiphenyl (3128-77-6) → methyl phenanthridine-6-carboxylate (26245-07-8)

Guidance literature:

With tert.-butylhydroperoxide; iron(II) diacetylacetonate; In fluorobenzene; water; at 80 ℃; for 12h; Solvent; Reagent/catalyst; Catalytic behavior; Sealed tube; Inert atmosphere;

DOI:10.1021/jo500842e

upstream raw materials:

methyl 2-[(1,1'-biphenyl)-2-ylamino]-2-oxoacetate

2-phenylaniline

hydrazinecarboxylic acid methyl ester

2-isocyanobiphenyl

Refernces

• 1、 Li, Xiaoqing,Fang, Mingwu,Hu, Peizhu,Hong, Guo,Tang, Yucai,Xu, Xiangsheng. "Tetrabutylammonium iodide-catalyzed radical alkoxycarbonylation of 2-isocyanobiphenyls with carbazates: Synthesis of phenanthridine-6-carboxylates". . p. 2103 - 2106. Retrieved 2014.
• 2、 -. "Phenanthridine compound and synthesis method thereof (by machine translation)". Paragraph 0164-0168. . Retrieved 2020/01/12.