1-N-(2,6-difluorophenyl)benzene-1,2-diamine

Base Information

• Chemical Name: 1-N-(2,6-difluorophenyl)benzene-1,2-diamine
• CAS No.: 1033225-44-3
• Molecular Formula: C12H10F2N2
• Molecular Weight: 220.222
• Hs Code.: 2921590090
• Mol file: 1033225-44-3.mol

Synonyms:1-N-(2,6-difluorophenyl)benzene-1,2-diamine;N1-(2,6-DIFLUOROPHENYL)-1,2-BENZENEDIAMINE;N1-(2,6-difluorophenyl)benzene-1,2-diamine;N-(2,6-Difluorophenyl)-1,2-benzenediamine;2,6-Difluoro-2'-aminodiphenylamine

Chemical Property of 1-N-(2,6-difluorophenyl)benzene-1,2-diamine

Chemical Property:

• Boiling Point: 274℃
• Flash Point: 120℃
• PSA: 38.05000
• Density: 1.325
• LogP: 3.94480

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-N-(2,6-Difluorophenyl)benzene-1,2-diamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-N-(2,6-difluorophenyl)benzene-1,2-diamine

There total 3 articles about 1-N-(2,6-difluorophenyl)benzene-1,2-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: 98.0%

2,6-difluoro-N-(2-nitrophenyl)aniline (1033225-43-2) → N-(2,6-difluorophenyl)benzene-1,2-diamine (1033225-44-3)

Guidance literature:

With hydrogen; nickel; In ethanol; for 1h; under 2068.65 Torr;

Reference yield:

2,6-difluoroaniline (5509-65-9) → N-(2,6-difluorophenyl)benzene-1,2-diamine (1033225-44-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium tert-amylate / tetrahydrofuran / 1.12 h / 0 - 10 °C / Large scale reaction

1.2: 3 h / 9 - 15 °C / Large scale reaction

2.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 2 h / 45 °C / 3087.28 - 3604.44 Torr / Large scale reaction

With palladium 10% on activated carbon; sodium tert-amylate; hydrogen; In tetrahydrofuran;

DOI:10.1021/op100113j

Reference yield:

ortho-nitrofluorobenzene (1493-27-2,127723-77-7) → N-(2,6-difluorophenyl)benzene-1,2-diamine (1033225-44-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium tert-amylate / tetrahydrofuran / 1.12 h / 0 - 10 °C / Large scale reaction

1.2: 3 h / 9 - 15 °C / Large scale reaction

2.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 2 h / 45 °C / 3087.28 - 3604.44 Torr / Large scale reaction

With palladium 10% on activated carbon; sodium tert-amylate; hydrogen; In tetrahydrofuran;

DOI:10.1021/op100113j

upstream raw materials:

2,6-difluoro-N-(2-nitrophenyl)aniline

2,6-difluoroaniline

ortho-nitrofluorobenzene

Downstream raw materials:

1-(2,6-difluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide

1-(tert-butyloxycarbonyl)-3-(2,6-difluorophenyl)-1,3-dihydrobenzothiadiazole-S,S-dioxide

tert-butyl 4-(2-(3-(2,6-difluorophenyl)-2,2-dioxido-2,1,3-benzothiadiazol-1(3H)-yl)ethyl)piperazine-1-carboxylate

1-(2,6-difluorophenyl)-1,3-dihydro-3-[2-(1-piperazinyl)ethyl]benzothiadiazole-S,S-dioxide

Refernces

• 1、 Connolly, Terrence J.,Auguscinski, Waldemar,Fung, Peter,Galante, Rocco,Liu, Weiguo,McGovern, Linda,Sebastian, Alice,Shen, Xiaole,Shi, Xinxu,Wilk, Boguslawa,Varsalona, Richard,Zhong, Huijuan. "Development of a pilot-plant-scale synthesis of an alkylated dihydrobenzothiadiazole S, S-dioxide: Incorporation of a late-stage mitsunobu reaction". experimental part. p. 868 - 877. Retrieved 2011/03/20.