5-(4-Chloro-1-methyl-5-trifluoromethyl-1H-pyrazol-3-yloxy)-2-trifluoromethyl-phenylamine

Base Information

• Chemical Name: 5-(4-Chloro-1-methyl-5-trifluoromethyl-1H-pyrazol-3-yloxy)-2-trifluoromethyl-phenylamine
• CAS No.: 182289-53-8
• Molecular Formula: C₁₂H₈ClF₆N₃O
• Molecular Weight: 359.658
• Mol file: 182289-53-8.mol

Synonyms:5-(4-Chloro-1-methyl-5-trifluoromethyl-1H-pyrazol-3-yloxy)-2-trifluoromethyl-phenylamine

Chemical Property of 5-(4-Chloro-1-methyl-5-trifluoromethyl-1H-pyrazol-3-yloxy)-2-trifluoromethyl-phenylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(4-Chloro-1-methyl-5-trifluoromethyl-1H-pyrazol-3-yloxy)-2-trifluoromethyl-phenylamine

There total 5 articles about 5-(4-Chloro-1-methyl-5-trifluoromethyl-1H-pyrazol-3-yloxy)-2-trifluoromethyl-phenylamine 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%

4-Chloro-1-methyl-3-(3-nitro-4-trifluoromethyl-phenoxy)-5-trifluoromethyl-1H-pyrazole (182289-45-8) → 5-(4-Chloro-1-methyl-5-trifluoromethyl-1H-pyrazol-3-yloxy)-2-trifluoromethyl-phenylamine (182289-53-8)

Guidance literature:

With iron; acetic acid; at 80 ℃; for 0.5h;

DOI:10.1021/jf9601978

Reference yield:

1-fluoro-2-nitro-4-trifluoromethyl-benzene (367-86-2) → 5-(4-Chloro-1-methyl-5-trifluoromethyl-1H-pyrazol-3-yloxy)-2-trifluoromethyl-phenylamine (182289-53-8)

Guidance literature:

Multi-step reaction with 6 steps

1: H₂ / 10percent Pd/C / ethanol / 15 h / 2585.7 Torr

2: 3 h / Heating

3: 1.) conc. H₂SO₄, HNO₃, 2.) 12 N aq. HCl, 3.) t-BuONO

4: 73 percent / K₂CO₃ / dimethylsulfoxide / Heating

5: 63 percent / dichlorodimethylhydantoin / acetonitrile

6: 97 percent / aq. AcOH, Fe / 0.5 h / 80 °C

With hydrogenchloride; tert.-butylnitrite; 1,3-dichloro-5,5-dimethylhydantoin; sulfuric acid; hydrogen; nitric acid; iron; potassium carbonate; acetic acid; palladium on activated charcoal; In ethanol; dimethyl sulfoxide; acetonitrile;

DOI:10.1021/jf9601978

Reference yield:

2-fluoro-5-(trifluoromethyl)aniline (535-52-4) → 5-(4-Chloro-1-methyl-5-trifluoromethyl-1H-pyrazol-3-yloxy)-2-trifluoromethyl-phenylamine (182289-53-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 3 h / Heating

2: 1.) conc. H₂SO₄, HNO₃, 2.) 12 N aq. HCl, 3.) t-BuONO

3: 73 percent / K₂CO₃ / dimethylsulfoxide / Heating

4: 63 percent / dichlorodimethylhydantoin / acetonitrile

5: 97 percent / aq. AcOH, Fe / 0.5 h / 80 °C

With hydrogenchloride; tert.-butylnitrite; 1,3-dichloro-5,5-dimethylhydantoin; sulfuric acid; nitric acid; iron; potassium carbonate; acetic acid; In dimethyl sulfoxide; acetonitrile;

DOI:10.1021/jf9601978

upstream raw materials:

4-Chloro-1-methyl-3-(3-nitro-4-trifluoromethyl-phenoxy)-5-trifluoromethyl-1H-pyrazole

1-fluoro-2-nitro-4-trifluoromethyl-benzene

2-fluoro-5-(trifluoromethyl)aniline

N-(2-fluoro-5-(trifluoromethyl)phenyl)acetamide

Downstream raw materials:

N-[5-(4-Chloro-1-methyl-5-trifluoromethyl-1H-pyrazol-3-yloxy)-2-trifluoromethyl-phenyl]-N-methyl-acetamide