SG 00589

Base Information

• Chemical Name: SG 00589
• CAS No.: 27353-48-6
• Molecular Formula: C13H8 Br N O
• Molecular Weight: 274.117
• Hs Code.: 2933990090
• Mol file: 27353-48-6.mol

Synonyms:2-Bromophenanthridone;NSC 112910; SG 00589

Chemical Property of SG 00589

Chemical Property:

• Vapor Pressure: 0.000296mmHg at 25°C
• Melting Point: 323.5-324.5 °C
• Boiling Point: 321.6°C at 760 mmHg
• PKA: 12.40±0.20(Predicted)
• Flash Point: 148.3°C
• PSA: 32.86000
• Density: 1.568g/cm³
• LogP: 3.44380

Purity/Quality:

NLT 98% ^*data from raw suppliers

2-Bromophenanthridone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Bromophenanthridone is a 2-bromo substituted derivative of phenathridinone that exhibits aryl hydrocarbon (Ah) receptor antagonist activity. It is also used in the preparation of potential HIV-1 integrase inhibitors.

Technology Process of SG 00589

There total 15 articles about SG 00589 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: 97.13%

6(5H)-phenanthridinone (1015-89-0) → 2-bromo-6-(5H)-phenanthridinone (27353-48-6)

Guidance literature:

With bromine; acetic acid; at 0 - 20 ℃;

Reference yield: 94.0%

di-isopropyl azodicarboxylate (2446-83-5) + N-(5-bromo-[1,1′-biphenyl]-2-yl)picolinamide → 2-bromo-6-(5H)-phenanthridinone (27353-48-6)

Guidance literature:

With oxygen; sodium pivalate; cobalt(II) chloride; In 1,4-dioxane; at 130 ℃; for 24h; under 760.051 Torr; regioselective reaction;

DOI:10.1021/acs.joc.8b00730

Reference yield: 72.0%

o-iodo-methyl-benzoic acid (610-97-9) + 4-bromoacetanilide (103-88-8) → 2-bromo-6-(5H)-phenanthridinone (27353-48-6)

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:

phosgene

2-amino-5-bromobiphenyl

phenanthridin-6-ol

2-bromo-6-methylphenanthridine

Downstream raw materials:

2-bromo-6-chlorophenanthridine

2-methoxyphenanthridin-6(5H)-one

6(5H)-phenanthridinone

6-hydroxy-phenanthridine-2-carboxylic acid

Refernces

• 1、 -. "Application of phenanthridine compounds to pesticides". Paragraph 0020; 0050; 0051. . Retrieved 2019/10/01.
• 2、 Ling, Fei,Zhang, Chaowei,Ai, Chongren,Lv, Yaping,Zhong, Weihui. "Metal-Oxidant-Free Cobalt-Catalyzed C(sp2)-H Carbonylation of ortho-Arylanilines: An Approach toward Free (NH)-Phenanthridinones". . p. 5698 - 5706. Retrieved 2018/05/23.