N-methyl-4-azidotetrafluoroaniline

Base Information

• Chemical Name: N-methyl-4-azidotetrafluoroaniline
• CAS No.: 447454-34-4
• Molecular Formula: C₇H₄F₄N₄
• Molecular Weight: 220.129
• Mol file: 447454-34-4.mol

Synonyms:N-methyl-4-azidotetrafluoroaniline

Chemical Property of N-methyl-4-azidotetrafluoroaniline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-methyl-4-azidotetrafluoroaniline

There total 2 articles about N-methyl-4-azidotetrafluoroaniline 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:

4-(N-methyl-N-tert-butoxycarbonylamino)tetrafluorophenyl azide (447454-37-7) → N-methyl-4-azidotetrafluoroaniline (447454-34-4)

Guidance literature:

With hydrogenchloride; acetic acid; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/ja0124717

Reference yield:

4-(N-(tert-butoxycarbonyl)amino)tetrafluorophenyl azide (294187-76-1) → N-methyl-4-azidotetrafluoroaniline (447454-34-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / -78 °C

1.2: 93 percent / tetrahydrofuran / 5 °C

2.1: HCl; AcOH / CH₂Cl₂ / 0 - 20 °C

With hydrogenchloride; acetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja0124717

Reference yield: 60.0%

E-1-(tert-butyldimethylsilyloxy)-3-methyl-hex-2-en-6-al (447454-31-1) + N-methyl-4-azidotetrafluoroaniline (447454-34-4) → N-(6-(tert-butyldimethylsilyloxy)-4-methyl-4-hexenyl)-N-methyl-4-azidotetrafluoroaniline (447454-35-5)

Guidance literature:

N-methyl-4-azidotetrafluoroaniline; With pyridine; titanium tetrachloride; In dichloromethane; toluene; at -78 ℃; for 0.0833333h;

E-1-(tert-butyldimethylsilyloxy)-3-methyl-hex-2-en-6-al; In dichloromethane; toluene; at 20 ℃;

With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; toluene; at 20 ℃; for 20h; Further stages.;

DOI:10.1021/ja0124717

upstream raw materials:

4-(N-methyl-N-tert-butoxycarbonylamino)tetrafluorophenyl azide

4-(N-(tert-butoxycarbonyl)amino)tetrafluorophenyl azide

Downstream raw materials:

N-(6-(tert-butyldimethylsilyloxy)-4-methyl-4-hexenyl)-N-methyl-4-azidotetrafluoroaniline

(E)-N-(6-chloro-4-methyl-4-hexenyl)-N-methyl-4-azidotetrafluoroaniline