3-[(E)-(4-NITROPHENYL)METHYLIDENE]-2,3-DIHYDRO-4H-CHROMEN-4-ONE

Base Information

• Chemical Name: 3-[(E)-(4-NITROPHENYL)METHYLIDENE]-2,3-DIHYDRO-4H-CHROMEN-4-ONE
• CAS No.: 101001-06-3
• Molecular Formula: C16H11NO4
• Molecular Weight: 281.268
• Mol file: 101001-06-3.mol

Synonyms:3-(p-nitrobenzylidene)-4-chromanone;3-[1-(4-Nitro-phenyl)-meth-(E)-ylidene]-chroman-4-one;

Chemical Property of 3-[(E)-(4-NITROPHENYL)METHYLIDENE]-2,3-DIHYDRO-4H-CHROMEN-4-ONE

Chemical Property:

• PSA: 72.12000
• LogP: 3.77670

Purity/Quality:

3-[(E)-(4-Nitrophenyl)methylidene]-2,3-dihydro-4H-chromen-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-[(E)-(4-NITROPHENYL)METHYLIDENE]-2,3-DIHYDRO-4H-CHROMEN-4-ONE

There total 1 articles about 3-[(E)-(4-NITROPHENYL)METHYLIDENE]-2,3-DIHYDRO-4H-CHROMEN-4-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: 92.0%

2,3-dihydro-4H-1-benzopyran-4-one (491-37-2) + 4-nitrobenzaldehdye (555-16-8) → 3-(4-nitrobenzylidene)chroman-4-one (101001-06-3)

Guidance literature:

With aluminum oxide; for 0.0583333h; Microwave irradiation; neat (no solvent);

DOI:10.1155/2011/426560

Reference yield: 98.0%

3-isothiocyanato-1-methylindolin-2-one (1287715-28-9) + 3-(4-nitrobenzylidene)chroman-4-one (101001-06-3) → C26H19N3O5S

Guidance literature:

With C₃₂H₄₇N₃O₂; In 1,2-dichloro-ethane; at 35 ℃; for 12h; stereoselective reaction;

DOI:10.1016/j.tet.2018.05.052

Reference yield: 97.0%

2-formylthiophenol (29199-11-9) + 3-(4-nitrobenzylidene)chroman-4-one (101001-06-3) → (2'S,3S,4'R)-4'-hydroxy-2'-(4-nitrophenyl)spiro[chroman-3,3'-thiochroman]-4-one (1262616-66-9)

Guidance literature:

With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1S,2R)-2-(piperidin-1-yl)-2,3-dihydro-1H-inden-1-yl)thiourea; In 5,5-dimethyl-1,3-cyclohexadiene; at -30 ℃; optical yield given as %ee; stereoselective reaction;

DOI:10.1039/c0cc03489d

upstream raw materials:

2,3-dihydro-4H-1-benzopyran-4-one

4-nitrobenzaldehdye

Downstream raw materials:

3-(4-nitro-benzyl)-chromen-4-one

3,4-Dihydro-3-isopropyl-2-(4-methylpiperazino)-4-(4-nitrophenyl)-2H,5H-pyrano<3,2-c>chromen