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

Base Information

• Chemical Name: tert-butyl 2-(2-ethyl-6-methylphenyl)-1-(4-nitrophenyl)hydrazinecarboxylate
• CAS No.: 1616514-62-5
• Molecular Formula: C₂₀H₂₅N₃O₄
• Molecular Weight: 371.436
• Mol file: 1616514-62-5.mol

Synonyms:tert-butyl 2-(2-ethyl-6-methylphenyl)-1-(4-nitrophenyl)hydrazinecarboxylate

Chemical Property of tert-butyl 2-(2-ethyl-6-methylphenyl)-1-(4-nitrophenyl)hydrazinecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 2-(2-ethyl-6-methylphenyl)-1-(4-nitrophenyl)hydrazinecarboxylate

There total 3 articles about tert-butyl 2-(2-ethyl-6-methylphenyl)-1-(4-nitrophenyl)hydrazinecarboxylate 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: 16.0%

p-nitrobenzene iodide (636-98-6) + N'-Boc-N-(2-ethyl-6-methylphenyl)hydrazine (1639128-65-6) → tert-butyl 2-(2-ethyl-6-methylphenyl)-1-(4-nitrophenyl)hydrazinecarboxylate (1616514-62-5)

Guidance literature:

With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate; In N,N-dimethyl-formamide; at 20 - 80 ℃; Inert atmosphere;

DOI:10.1039/c4ob00080c

Reference yield:

6-ethyl-o-toluidine (24549-06-2) → tert-butyl 2-(2-ethyl-6-methylphenyl)-1-(4-nitrophenyl)hydrazinecarboxylate (1616514-62-5)

Guidance literature:

Multi-step reaction with 3 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

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

DOI:10.1016/j.tet.2016.03.019

Reference yield:

2-ethyl-6-methylphenylhydrazine hydrochloride salt (74404-33-4) → tert-butyl 2-(2-ethyl-6-methylphenyl)-1-(4-nitrophenyl)hydrazinecarboxylate (1616514-62-5)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / 20 °C

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

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

DOI:10.1016/j.tet.2016.03.019

upstream raw materials:

p-nitrobenzene iodide

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

6-ethyl-o-toluidine

2-ethyl-6-methylphenylhydrazine hydrochloride salt

Downstream raw materials:

6-ethyl-o-toluidine

1-(2-ethyl-6-methylphenyl)-2-(4-nitrophenyl)diazene

3′-ethyl-5′-methyl-5-nitro-1,1′-biphenyl-2,4′-diamine

4-nitro-aniline