5-(2-nitro-4,5-diMethylphenyl)-2-furaldehyde

Base Information

• Chemical Name: 5-(2-nitro-4,5-diMethylphenyl)-2-furaldehyde
• CAS No.: 1242840-80-7
• Molecular Formula: C13H11NO4
• Molecular Weight: 245.235
• Mol file: 1242840-80-7.mol

Synonyms:5-(2-nitro-4,5-diMethylphenyl)-2-furaldehyde

Chemical Property of 5-(2-nitro-4,5-diMethylphenyl)-2-furaldehyde

Chemical Property:

• PSA: 76.03000
• LogP: 3.80730

Purity/Quality:

98%min ^*data from raw suppliers

5-(4,5-Dimethyl-2-nitrophenyl)-2-furaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(2-nitro-4,5-diMethylphenyl)-2-furaldehyde

There total 7 articles about 5-(2-nitro-4,5-diMethylphenyl)-2-furaldehyde 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: 97.0%

5-(4,5-dimethyl-2-nitro-phenyl)-furan-2-carboxylic acid (1270120-16-5) → 5-(4,5-dimethyl-2-nitro-phenyl)-furan-2-carbaldehyde (1242840-80-7)

Guidance literature:

With dimethyl sulfide borane; In tetrahydrofuran; at 50 - 60 ℃; for 2.5h; Inert atmosphere;

DOI:10.1021/ml400028q

Reference yield: 53.2%

5-formylfurane-2-boronic acid (27329-70-0) + 1-bromo-4,5-dimethyl-2-nitrobenzene (53938-24-2) → 5-(4,5-dimethyl-2-nitro-phenyl)-furan-2-carbaldehyde (1242840-80-7)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In 1,2-dimethoxyethane; ethanol; at 50 ℃; for 1h;

Reference yield:

4,5-dimethyl-2-nitrobenzenamine (6972-71-0) → 5-(4,5-dimethyl-2-nitro-phenyl)-furan-2-carbaldehyde (1242840-80-7)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride; sodium nitrite / water / 0.17 h / Cooling with ice

2: dimethyl sulfide borane / tetrahydrofuran / 2.5 h / 50 - 60 °C / Inert atmosphere

With hydrogenchloride; dimethyl sulfide borane; sodium nitrite; In tetrahydrofuran; water;

DOI:10.1021/ml400028q

upstream raw materials:

5-formylfurane-2-boronic acid

4,5-dimethyl-2-nitrobenzenamine

2-furanoic acid

5-(4,5-dimethyl-2-nitro-phenyl)-furan-2-carboxylic acid

Downstream raw materials:

C₂₅H₂₁N₃O₆

C₂₄H₁₉N₃O₆

C₂₄H₂₀N₄O₅

C₂₄H₁₉ClN₄O₅

Refernces

• 1、 Yu, Li-Fang,Li, Yuan-Yuan,Su, Ming-Bo,Zhang, Mei,Zhang, Wei,Zhang, Li-Na,Pang, Tao,Zhang, Run-Tao,Liu, Bing,Li, Jing-Ya,Li, Jia,Nan, Fa-Jun. "Development of novel alkene oxindole derivatives as orally efficacious AMP-activated protein kinase activators". . p. 475 - 480. Retrieved 2013/07/25.
• 2、 Bowers, Erin M.,Yan, Gai,Mukherjee, Chandrani,Orry, Andrew,Wang, Ling,Holbert, Marc A.,Crump, Nicholas T.,Hazzalin, Catherine A.,Liszczak, Glen,Yuan, Hua,Larocca, Cecilia,Saldanha, S. Adrian,Abagyan, Ruben,Sun, Yan,Meyers, David J.,Marmorstein, Ronen,Mahadevan, Louis C.,Alani, Rhoda M.,Cole, Philip A.. "Virtual ligand screening of the p300/CBP histone acetyltransferase: Identification of a selective small molecule inhibitor". scheme or table. p. 471 - 482. Retrieved 2011/08/06.