7-Hydroxy-4'-nitroisoflavone

Base Information

• Chemical Name: 7-Hydroxy-4'-nitroisoflavone
• CAS No.: 15485-80-0
• Molecular Formula: C15H9NO5
• Molecular Weight: 283.24
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID00428664
• Nikkaji Number: J270.632F
• Wikidata: Q72480704
• Mol file: 15485-80-0.mol

Synonyms:7-Hydroxy-4'-nitroisoflavone;15485-80-0;7-hydroxy-3-(4-nitrophenyl)-4H-chromen-4-one;7-hydroxy-3-(4-nitrophenyl)chromen-4-one;MFCD01546432;7-Hydroxy-3-(4-nitrophenyl)-4H-1-benzopyran-4-one;7-Hydroxy-4-nitroisoflavone;Oprea1_264636;Oprea1_339775;7-Hydroxy-4/'-nitroisoflavone;SCHEMBL4683590;DTXSID00428664;CEESSYSSRMOMDE-UHFFFAOYSA-N;BDBM106782;BBL034817;STK921983;7-Hydroxy-4'-nitro-isoflavone (3c);AKOS000272751;AC-24423;DS-14541;CS-0157627;FT-0722795;A24698;EN300-302988

Chemical Property of 7-Hydroxy-4'-nitroisoflavone

Chemical Property:

• Vapor Pressure: 6.98E-12mmHg at 25°C
• Melting Point: 290-292℃
• Refractive Index: 1.692
• Boiling Point: 530.788 °C at 760 mmHg
• PKA: 6.68±0.20(Predicted)
• Flash Point: 274.811 °C
• PSA: 96.26000
• Density: 1.494 g/cm³
• LogP: 3.59700
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 283.04807239
• Heavy Atom Count: 21
• Complexity: 461

Purity/Quality:

98%,99%, ^*data from raw suppliers

7-Hydroxy-4'-nitroisoflavone 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=COC3=C(C2=O)C=CC(=C3)O)[N+](=O)[O-]
• Uses: 7-Hydroxy-4'-nitroisoflavone is used in the synthesis of iso flavones, Synthesis of daidzin, soflavone amide derivatives.

Technology Process of 7-Hydroxy-4'-nitroisoflavone

There total 16 articles about 7-Hydroxy-4'-nitroisoflavone 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: 94.0%

7-Formyloxy-3-(4-nitrophenyl)-4H-1-benzopyran-4-one (137522-88-4) → 7-hydroxy-3-(4-nitrophenyl)-4H-chromen-4-one (15485-80-0)

Guidance literature:

With sodium hydroxide; Ambient temperature;

DOI:10.1002/jhet.5570280632

Reference yield: 87.0%

1-(2,4-dihydroxyphenyl)-2-(4-nitrophenyl)ethanone (15485-63-9) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 7-hydroxy-3-(4-nitrophenyl)-4H-chromen-4-one (15485-80-0)

Guidance literature:

1-(2,4-dihydroxyphenyl)-2-(4-nitrophenyl)ethanone; N,N-dimethyl-formamide; With boron trifluoride diethyl etherate; at 50 ℃;

With methanesulfonyl chloride; at 100 ℃; for 1h;

DOI:10.1002/cbdv.201400337

Reference yield: 50.0%

1-(2,4-dihydroxyphenyl)-2-(4-nitrophenyl)ethanone (15485-63-9) + methanesulfonyl chloride (124-63-0) → 7-hydroxy-3-(4-nitrophenyl)-4H-chromen-4-one (15485-80-0)

Guidance literature:

With boron trifluoride diethyl etherate; In N,N-dimethyl-formamide; at 60 - 95 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.bmcl.2018.10.021

upstream raw materials:

7-hydroxy-3-(4-nitro-phenyl)-4-oxo-4H-chromene-2-carboxylic acid

1-(2,4-dihydroxyphenyl)-2-(4-nitrophenyl)ethanone

orthoformic acid triethyl ester

7-Formyloxy-3-(4-nitrophenyl)-4H-1-benzopyran-4-one

Downstream raw materials:

3-(4-nitrophenyl)-4-oxo-4H-chromen-7-yl trifluoromethanesulfonate

3-(4-(methylsulfonamido)phenyl)-4-oxo-4H-chromen-7-yl trifluoromethanesulfonate

Refernces

• 1、 -. "Novel isoflavone derivative, preparation method therefor and medicinal use of novel isoflavone derivative". Paragraph 0066-0070. . Retrieved 2018/07/30.
• 2、 -. "Isoflavone amide derivatives, their preparation method and medical use". Paragraph 0050; 0051; 0052; 0053. . Retrieved 2017/08/31.