4-Nitropyrazole-3-carboxylic acid

Base Information

• Chemical Name: 4-Nitropyrazole-3-carboxylic acid
• CAS No.: 5334-40-7
• Molecular Formula: C4H3N3O4
• Molecular Weight: 157.086
• Hs Code.: 29339900
• Mol file: 5334-40-7.mol

Synonyms:4-nitro pyrazole-3-carboxylic acid;Pyrazole-3(or5)-carboxylic acid, 4-nitro- (6CI);Pyrazole-3-carboxylic acid, 4-nitro- (8CI);4-Nitro-1H-pyrazol-3-carboxylic acid;4-Nitro-1H-pyrazole-3-carboxylic acid;4-Nitropyrazole-3-carboxylic acid;4-Nitropyrazole-5-carboxylic acid;NSC 1411;

Chemical Property of 4-Nitropyrazole-3-carboxylic acid

Chemical Property:

• Appearance/Colour: White to off-white crystalline powder
• Vapor Pressure: 3.3E-11mmHg at 25°C
• Melting Point: 195°C
• Refractive Index: 1.679
• Boiling Point: 509.596 °C at 760 mmHg
• PKA: 1.41±0.35(Predicted)
• Flash Point: 261.995 °C
• PSA: 111.80000
• Density: 1.84 g/cm³
• LogP: 0.53930
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

98% ^*data from raw suppliers

4-Nitro-1H-pyrazole-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-36/37/39-37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 4-Nitro-1H-pyrazole-3-carboxylic Acid, is a building block used for the synthesis of biologically active compounds. It is an intermediate for the synthesis of pyrazole-benzimidazole derivatives as potent Aurora A/B kinase inhibitors. 4-Nitro-3-pyrazolecarboxylic acid may be used as a starting reagent for the synthesis of library of pyrazole derivatives, potential A3 adenosine receptor (A3AR) antagonists.

Technology Process of 4-Nitropyrazole-3-carboxylic acid

There total 4 articles about 4-Nitropyrazole-3-carboxylic 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: 82.0%

4-amino-1H-pyrazole-5-carboxylic acid (116008-52-7) → 4-nitro-1H-pyrazole-5-carboxylic acid (5334-40-7)

Guidance literature:

With oxone||potassium monopersulfate triple salt; In water; at 40 ℃; for 18h; Green chemistry;

DOI:10.1021/op5000754

Reference yield:

3-Methylpyrazole (1453-58-3) → 4-nitro-1H-pyrazole-3-carboxylic acid (5334-40-7)

Guidance literature:

With sodium dichromate; sulfuric acid; nitric acid; Yield given. Multistep reaction; 1.) 100 deg C, 4 h, 2.) 60 deg C, 10 h;

DOI:10.1007/BF00699004

Reference yield:

→ 4-nitro-1H-pyrazole-3-carboxylic acid (5334-40-7)

Guidance literature:

3-Methyl-4-nitropyrazole, KMnO4;

DOI:10.1007/BF00474885

upstream raw materials:

3-methyl-4-nitro-1H-pyrazole

4-amino-1H-pyrazole-5-carboxylic acid

3-Methylpyrazole

Downstream raw materials:

methyl 4-nitro-1H-pyrazole-3-carboxylate

methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate

methyl 1-isopropyl-4-nitro-1H-pyrazole-5-carboxylate

1-methyl-4-nitro-1H-pyrazole-3-carboxylic acid methyl ester

Refernces

• 1、 Shevelev, S. A.,Vinogradov, V. M.,Dalinger, I. L.,Cherkasova, T. I.. "Nitropyrazoles 8. 3(5)-Amino-4-nitropyrazole: convenient synthesis and study of nitration". . p. 1861 - 1864. Retrieved 2007/10/02.