1-(4-Nitrophenyl)-3-(trifluoromethyl)pyrazole

Base Information

• Chemical Name: 1-(4-Nitrophenyl)-3-(trifluoromethyl)pyrazole
• CAS No.: 374814-16-1
• Molecular Formula: C₁₀H₆F₃N₃O₂
• Molecular Weight: 257.172
• DSSTox Substance ID: DTXSID001234424
• Mol file: 374814-16-1.mol

Synonyms:1-(4-nitrophenyl)-3-(trifluoromethyl)pyrazole;SCHEMBL2162184;DTRAGIYUHHLQOB-UHFFFAOYSA-N;DTXSID001234424;CCG-241872;1-(4-nitrophenyl)-3-(trifluoromethyl)-1H-pyrazole;374814-16-1

Chemical Property of 1-(4-Nitrophenyl)-3-(trifluoromethyl)pyrazole

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 257.04121093
• Heavy Atom Count: 18
• Complexity: 311

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1N2C=CC(=N2)C(F)(F)F)[N+](=O)[O-]

Technology Process of 1-(4-Nitrophenyl)-3-(trifluoromethyl)pyrazole

There total 1 articles about 1-(4-Nitrophenyl)-3-(trifluoromethyl)pyrazole 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: 95.0%

3-(trifluoromethyl)pyrazole (20154-03-4) + 4-Fluoronitrobenzene (350-46-9,178603-76-4) → 1-(4-nitrophenyl)-3-(trifluoromethyl)-1H-pyrazole (374814-16-1)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 0 - 25 ℃; for 24h; regioselective reaction;

DOI:10.1021/acs.joc.7b01006

Reference yield: 73.5%

1-(4-nitrophenyl)-3-(trifluoromethyl)-1H-pyrazole (374814-16-1) → 4-(3-trifluoromethyl-1H-pyrazol-1-yl)aniline (231953-33-6)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; at 20 ℃;

Reference yield:

1-(4-nitrophenyl)-3-(trifluoromethyl)-1H-pyrazole (374814-16-1) → 8-ethyl-3-methyl-2-oxo-N-{4-[3-(trifluoromethyl)-1H-pyrazol-1-yl]phenyl}-1-oxa-8-azaspiro[4.5]dec-3-ene-4-carboxamide (1401993-86-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogen / palladium 10% on activated carbon / methanol / 20 °C

2.1: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / dichloromethane / 0.25 h / 0 °C

2.2: 12 h / 0 - 20 °C

With hydrogen; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; palladium 10% on activated carbon; In methanol; dichloromethane;

upstream raw materials:

3-(trifluoromethyl)pyrazole

4-Fluoronitrobenzene

Downstream raw materials:

4-(3-trifluoromethyl-1H-pyrazol-1-yl)aniline

8-ethyl-3-methyl-2-oxo-N-{4-[3-(trifluoromethyl)-1H-pyrazol-1-yl]phenyl}-1-oxa-8-azaspiro[4.5]dec-3-ene-4-carboxamide