4-(5-NITROPYRIDIN-2-YL)BENZOIC ACID

Base Information

• Chemical Name: 4-(5-NITROPYRIDIN-2-YL)BENZOIC ACID
• CAS No.: 223127-49-9
• Molecular Formula: C12H8N2O4
• Molecular Weight: 244.2
• Hs Code.: 2933399090
• Mol file: 223127-49-9.mol

Synonyms:Benzoic acid, 4-(5-nitro-2-pyridinyl)-;

Chemical Property of 4-(5-NITROPYRIDIN-2-YL)BENZOIC ACID

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 307-309 °C
• Refractive Index: 1.644
• Boiling Point: 456.463 °C at 760 mmHg
• Flash Point: 229.861 °C
• PSA: 96.01000
• Density: 1.417 g/cm³
• LogP: 2.87820
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

4-(5-Nitropyridin-2-yl)benzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(5-NITROPYRIDIN-2-YL)BENZOIC ACID

There total 5 articles about 4-(5-NITROPYRIDIN-2-YL)BENZOIC ACID 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%

C13H10N2O4 (223127-51-3) → 4-(5-nitro-2-pyridinyl)benzoic acid (223127-49-9)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; methanol; at 20 ℃; for 5h;

DOI:10.1016/j.bmcl.2011.07.109

Reference yield:

4-Bromobenzoic acid (586-76-5) → 4-(5-nitro-2-pyridinyl)benzoic acid (223127-49-9)

Guidance literature:

Multi-step reaction with 4 steps

1: sulfuric acid / 16 h / Reflux

2: bis[1,2-bis(diphenylphosphino)ferrocene]-palladium⁽⁰⁾; potassium acetate / dichloromethane; dimethyl sulfoxide / 3 h / 80 °C

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / ethanol; water; toluene / 5 h / 80 °C

4: lithium hydroxide monohydrate / tetrahydrofuran; methanol / 5 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium hydroxide monohydrate; bis[1,2-bis(diphenylphosphino)ferrocene]-palladium⁽⁰⁾; sulfuric acid; potassium acetate; potassium carbonate; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; toluene; 3: Suzuki coupling;

DOI:10.1016/j.bmcl.2011.07.109

Reference yield:

4-methoxycarbonylphenyl bromide (619-42-1) → 4-(5-nitro-2-pyridinyl)benzoic acid (223127-49-9)

Guidance literature:

Multi-step reaction with 3 steps

1: bis[1,2-bis(diphenylphosphino)ferrocene]-palladium⁽⁰⁾; potassium acetate / dichloromethane; dimethyl sulfoxide / 3 h / 80 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / ethanol; water; toluene / 5 h / 80 °C

3: lithium hydroxide monohydrate / tetrahydrofuran; methanol / 5 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium hydroxide monohydrate; bis[1,2-bis(diphenylphosphino)ferrocene]-palladium⁽⁰⁾; potassium acetate; potassium carbonate; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; toluene; 2: Suzuki coupling;

DOI:10.1016/j.bmcl.2011.07.109

upstream raw materials:

C₁₃H₁₀N₂O₄

4-Bromobenzoic acid

4-methoxycarbonylphenyl bromide

methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Downstream raw materials:

C₁₈H₂₁N₃O₃

C₂₅H₂₅FN₄O₄

C₂₅H₂₅FN₄O₄

C₂₅H₂₅FN₄O₄

Refernces

• 1、 -. "N-acylsulfonamide apoptosis promoters". . . Retrieved 2008/06/13.