6-bromo-3'-nitroflavone

Base Information

• Chemical Name: 6-bromo-3'-nitroflavone
• CAS No.: 187932-50-9
• Molecular Formula: C15H8BrNO4
• Molecular Weight: 346.13
• Mol file: 187932-50-9.mol

Synonyms:6-Bromo-3'-nitroflavone;

Chemical Property of 6-bromo-3'-nitroflavone

Chemical Property:

• Boiling Point: 490.874 °C at 760 mmHg
• Flash Point: 250.672 °C
• PSA: 76.03000
• Density: 1.67 g/cm³
• LogP: 4.65390

Purity/Quality:

99% ^*data from raw suppliers

6-bromo-3'-nitroflavone 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 6-Bromo-3’-nitroflavone is a flavone derivative, an important group of heterocyclic polyphenolic compounds widely distributed in the plant kingdom and is known to have significant pharmaceutical, biocidal and antioxidant activities.

Technology Process of 6-bromo-3'-nitroflavone

There total 7 articles about 6-bromo-3'-nitroflavone 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: 87.0%

(E)-1-(5-bromo-2-hydroxyphenyl)-3-(3-nitrophenyl)prop-2-en-1-one (1021684-65-0) → 6-Bromo-3'-nitroflavone (187932-50-9)

Guidance literature:

With tert.-butylhydroperoxide; sodium tetrachloropalladate(II) trihydrate; sodium acetate; In water; acetic acid; tert-butyl alcohol; at 70 ℃; for 3h;

DOI:10.1016/j.tetlet.2009.12.107

Reference yield:

5-Bromo-2-hydroxyacetophenone (1450-75-5) → 6-Bromo-3'-nitroflavone (187932-50-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 0.33 h / 20 °C

1.2: 85 percent / tetrahydrofuran / 20 °C

2.1: 81 percent / iodine / dimethylsulfoxide / 0.5 h / Heating

With iodine; sodium hydride; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1007/s00706-006-0550-9

Reference yield:

1-(5-Bromo-2-hydroxy-phenyl)-3-(3-nitro-phenyl)-propane-1,3-dione → 6-Bromo-3'-nitroflavone (187932-50-9)

Guidance literature:

With sulfuric acid; In acetic acid;

DOI:10.1016/S0960-894X(97)00343-0

upstream raw materials:

(E)-1-(5-bromo-2-hydroxyphenyl)-3-(3-nitrophenyl)prop-2-en-1-one

5-Bromo-2-hydroxyacetophenone

3-nitro-benzaldehyde

m-nitrobenzoic acid chloride

Refernces

• 1、 Barros, Ana I. R. N. A.,Silva, Artur M. S.. "Efficient synthesis of nitroflavones by cyclodehydrogenation of 2prime;-hydroxychalcones and by the Baker-Venkataraman method". . p. 1505 - 1528. Retrieved 2007/10/03.
• 2、 Marder, Mariel,Zinczuk, Juan,Colombo, Maria I.,Wasowski, Cristina,Viola, Haydee,Wolfman, Claudia,Medina, Jorge H.,Ruveda, Edmundo A.,Paladini, Alejandro C.. "Synthesis of halogenated/nitrated flavone derivatives and evaluation of their affinity for the central benzodiazepine receptor". . p. 2003 - 2008. Retrieved 2007/10/03.