4-Fluoro-4'-nitrodiphenylamine

Base Information

• Chemical Name: 4-Fluoro-4'-nitrodiphenylamine
• CAS No.: 330-89-2
• Molecular Formula: C12H9 F N2 O2
• Molecular Weight: 232.21
• Hs Code.: 2921420090
• Mol file: 330-89-2.mol

Synonyms:4-Fluoro-4'-nitrodiphenylamine

Chemical Property of 4-Fluoro-4'-nitrodiphenylamine

Chemical Property:

• PSA: 57.85000
• LogP: 4.07370

Purity/Quality:

98%min ^*data from raw suppliers

4-FLUORO-4'-NITRODIPHENYLAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Fluoro-4'-nitrodiphenylamine

There total 6 articles about 4-Fluoro-4'-nitrodiphenylamine 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: 99.0%

4-fluoro-1-iodobenzene (352-34-1) + 4-nitro-aniline (100-01-6,104810-17-5) → 4-fluoro-N-(4-nitrophenyl)aniline (330-89-2)

Guidance literature:

With silver hexafluoroantimonate; chloro[di(1-adamantyl)-2-dimethylaminophenylphosphine]gold(I); In methanol; at 0 - 80 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.9b03082

Reference yield: 50.0%

N-(4-fluorophenyl)-4-nitrobenzenesulfinamide → 4-fluoro-N-(4-nitrophenyl)aniline (330-89-2)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 70 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.orglett.1c04122

Reference yield:

di(p-nitrophenyl) disulfide (100-32-3) → 4-fluoro-N-(4-nitrophenyl)aniline (330-89-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-Bromosuccinimide / dichloromethane / 0 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C / Inert atmosphere

2.2: -78 °C / Inert atmosphere

3.1: caesium carbonate / N,N-dimethyl-formamide / 16 h / 70 °C / Inert atmosphere

With N-Bromosuccinimide; n-butyllithium; caesium carbonate; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/acs.orglett.1c04122

upstream raw materials:

4-chlorobenzonitrile

4-fluoroaniline

4-fluoro-1-iodobenzene

4-nitro-aniline

Refernces

• 1、 Akram, Manjur O.,Das, Avishek,Chakrabarty, Indradweep,Patil, Nitin T.. "Ligand-Enabled Gold-Catalyzed C(sp2)-N Cross-Coupling Reactions of Aryl Iodides with Amines". supporting information. p. 8101 - 8105. Retrieved 2019/10/11.