3-ethyl-5-methyl-N¹-[4-(trifluoromethyl)phenyl]benzene-1,4-diamine

Base Information

• Chemical Name: 3-ethyl-5-methyl-N¹-[4-(trifluoromethyl)phenyl]benzene-1,4-diamine
• CAS No.: 1616514-79-4
• Molecular Formula: C₁₆H₁₇F₃N₂
• Molecular Weight: 294.32
• Mol file: 1616514-79-4.mol

Synonyms:3-ethyl-5-methyl-N¹-[4-(trifluoromethyl)phenyl]benzene-1,4-diamine

Chemical Property of 3-ethyl-5-methyl-N¹-[4-(trifluoromethyl)phenyl]benzene-1,4-diamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-ethyl-5-methyl-N¹-[4-(trifluoromethyl)phenyl]benzene-1,4-diamine

There total 4 articles about 3-ethyl-5-methyl-N¹-[4-(trifluoromethyl)phenyl]benzene-1,4-diamine 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: 18.0%

tert-butyl 2-(2-ethyl-6-methylphenyl)-1-(4-(trifluoromethyl)phenyl)hydrazinecarboxylate (1616514-65-8) → 4-trifluoromethylphenylamine (455-14-1) + 6-ethyl-o-toluidine (24549-06-2) + 3′-ethyl-5′-methyl-5-trifluoromethyl-1,1′-biphenyl-2,4′-diamine (1616514-73-8) + 3-ethyl-5-methyl-N1-[4-(trifluoromethyl)phenyl]benzene-1,4-diamine (1616514-79-4) + 1-(2-ethyl-6-methylphenyl)-2-(4-(trifluoromethyl)phenyl)diazene (1616514-85-2)

Guidance literature:

With hydrogenchloride; In ethanol; water; at 20 ℃; for 2h; Inert atmosphere; Reflux;

DOI:10.1039/c4ob00080c

Reference yield:

N'-Boc-N-(2-ethyl-6-methylphenyl)hydrazine (1639128-65-6) → 3′-ethyl-5′-methyl-5-trifluoromethyl-1,1′-biphenyl-2,4′-diamine (1616514-73-8) + 3-ethyl-5-methyl-N1-[4-(trifluoromethyl)phenyl]benzene-1,4-diamine (1616514-79-4) + 1-(2-ethyl-6-methylphenyl)-2-(4-(trifluoromethyl)phenyl)diazene (1616514-85-2)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide; 1,10-Phenanthroline; caesium carbonate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere

2: hydrogenchloride / ethanol / 2 h / Inert atmosphere; Reflux

With hydrogenchloride; copper(l) iodide; 1,10-Phenanthroline; caesium carbonate; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2016.03.019

Reference yield:

6-ethyl-o-toluidine (24549-06-2) → 3′-ethyl-5′-methyl-5-trifluoromethyl-1,1′-biphenyl-2,4′-diamine (1616514-73-8) + 3-ethyl-5-methyl-N1-[4-(trifluoromethyl)phenyl]benzene-1,4-diamine (1616514-79-4) + 1-(2-ethyl-6-methylphenyl)-2-(4-(trifluoromethyl)phenyl)diazene (1616514-85-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrogenchloride; sodium nitrite / water / 0.5 h / -4 - 0 °C

1.2: 20 °C

1.3: 15 °C

2.1: triethylamine / tetrahydrofuran / 20 °C

3.1: copper(l) iodide; 1,10-Phenanthroline; caesium carbonate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere

4.1: hydrogenchloride / ethanol / 2 h / Inert atmosphere; Reflux

With hydrogenchloride; copper(l) iodide; 1,10-Phenanthroline; caesium carbonate; triethylamine; sodium nitrite; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2016.03.019

upstream raw materials:

tert-butyl 2-(2-ethyl-6-methylphenyl)-1-(4-(trifluoromethyl)phenyl)hydrazinecarboxylate

6-ethyl-o-toluidine

2-ethyl-6-methylphenylhydrazine hydrochloride salt

N'-Boc-N-(2-ethyl-6-methylphenyl)hydrazine