2-Methoxyphenanthridine-6(5H)-one

Base Information

• Chemical Name: 2-Methoxyphenanthridine-6(5H)-one
• CAS No.: 38088-96-9
• Molecular Formula: C₁₄H₁₁NO₂
• Molecular Weight: 225.247
• Hs Code.: 2933990090
• Mol file: 38088-96-9.mol

Synonyms:2-Methoxy-6(5H)-phenanthridinone;2-Methoxyphenanthridine-6(5H)-one

Chemical Property of 2-Methoxyphenanthridine-6(5H)-one

Chemical Property:

• PSA: 42.35000
• LogP: 3.10220

Purity/Quality:

98% ^*data from raw suppliers

2-Methoxy-6(5H)-phenanthridinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Methoxyphenanthridine-6(5H)-one is a derivative of phenathridine, a nitrogen based polycyclic aromatic hydrocarbon (PAH). It is used in the preparation of potential HIV-1 integrase inhibitors. 2-Methoxy-6(5H)-phenanthridinone is a derivative of phenathridine, a nitrogen based polycyclic aromatic hydrocarbon (PAH). It is used in the preparation of potential HIV-1 integrase inhibitors.

Technology Process of 2-Methoxyphenanthridine-6(5H)-one

There total 21 articles about 2-Methoxyphenanthridine-6(5H)-one 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: 88.0%

C19H20BrNO4 → 2-methoxyphenanthridin-6(5H)-one (38088-96-9)

Guidance literature:

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; potassium acetate; In N,N-dimethyl acetamide; at 135 ℃; for 2h; regioselective reaction; Inert atmosphere;

DOI:10.1039/c8ra02099j

Reference yield: 83.0%

sodium methylate (124-41-4) + 2-bromo-6-(5H)-phenanthridinone (27353-48-6) → 2-methoxyphenanthridin-6(5H)-one (38088-96-9)

Guidance literature:

With copper(l) iodide; In N,N-dimethyl-formamide; for 5h; Heating;

DOI:10.1016/j.bmc.2006.11.026

Reference yield: 82.0%

o-iodo-methyl-benzoic acid (610-97-9) + 4-methoxyacetanilide (51-66-1) → 2-methoxyphenanthridin-6(5H)-one (38088-96-9)

Guidance literature:

With silver(I) acetate; palladium diacetate; trifluoroacetic acid; at 120 ℃; for 24h; Sealed tube; Inert atmosphere; Schlenk technique;

DOI:10.1055/s-0035-1561856

upstream raw materials:

N-(o-chlorobenzoyl)-4-methoxyaniline

sodium methylate

2-bromo-6-(5H)-phenanthridinone

N-(2-iodo-4-methoxyphenyl)-4-methoxybenzamide

Refernces

• 1、 Yadav, Lalit,Tiwari, Mohit K.,Shyamlal, Bharti Rajesh Kumar,Chaudhary, Sandeep. "Organocatalyst in Direct C(sp2)-H Arylation of Unactivated Arenes: [1-(2-Hydroxyethyl)-piperazine]-Catalyzed Inter-/Intra-molecular C-H Bond Activation". . p. 8121 - 8141. Retrieved 2020/07/16.
• 2、 Hu, Quan-Fang,Gao, Tian-Tao,Shi, Yao-Jie,Lei, Qian,Yu, Luo-Ting. "Palladium-catalyzed intramolecular C-H arylation of 2-halo-: N -Boc- N -arylbenzamides for the synthesis of N-H phenanthridinones". . p. 13879 - 13890. Retrieved 2018/04/25.