2-Amino-4-fluorobiphenyl

Base Information

• Chemical Name: 2-Amino-4-fluorobiphenyl
• CAS No.: 321-68-6
• Molecular Formula: C12H10FN
• Molecular Weight: 187.21
• Mol file: 321-68-6.mol

Synonyms:2-Amino-4-fluorobiphenyl

Chemical Property of 2-Amino-4-fluorobiphenyl

Chemical Property:

• PSA: 26.02000
• LogP: 3.65610

Purity/Quality:

98%min ^*data from raw suppliers

2-Amino-4-fluorobiphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Amino-4-fluorobiphenyl

There total 10 articles about 2-Amino-4-fluorobiphenyl 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: 87.0%

2-bromo-5-fluoroaniline (1003-99-2) + phenylboronic acid (98-80-6) → 2-amino-4-fluoro-biphenyl (321-68-6)

Guidance literature:

2-bromo-5-fluoroaniline; phenylboronic acid; With potassium carbonate; In 1,2-dimethoxyethane; water; at 20 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

With bis-triphenylphosphine-palladium(II) chloride; In 1,2-dimethoxyethane; water; at 80 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201510533

Reference yield: 58.0%

meta-fluoroaniline (372-19-0) + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) → 2-amino-4-fluoro-biphenyl (321-68-6)

Guidance literature:

meta-fluoroaniline; 2-(trimethylsilyl)phenyl trifluoromethanesulfonate; With cesium fluoride; In toluene; acetonitrile; at 110 ℃; for 48h; Inert atmosphere; Sealed vial;

With trifluoroacetic acid; at 20 ℃; for 0.333333h;

DOI:10.1002/anie.201106150

Reference yield:

5-fluoro-2-iodoaniline (255724-71-1) + phenylboronic acid (98-80-6) → 2-amino-4-fluoro-biphenyl (321-68-6)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; sodium carbonate; In 1,4-dioxane; water; at 65 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.9b00690

upstream raw materials:

4-fluoro-2-nitro-1,1′-biphenyl

iodobenzene

2-bromo-5-fluoronitrobenzene

meta-fluoroaniline

Refernces

• 1、 Gao, Xinlong,Lei, Aiwen,Wang, Pan,Wang, Qingqing,Zhang, Heng,Zhang, Xiaojing. "Electrochemical Palladium-Catalyzed Intramolecular C—H Amination of 2-Amidobiaryls for Synthesis of Carbazoles". supporting information. p. 143 - 148. Retrieved 2020/12/18.
• 2、 Chen, Jia-Yi,Li, Xin,Lin, Li-Ting,Liu, Guo-Kai,Qin, Wen-Bing,Wong, Henry N. C.,Xiong, Wei. "Visible-Light-Driven Difluoromethylation of Isocyanides with S-(Difluoromethyl)diarylsulfonium Salt: Access to a Wide Variety of Difluoromethylated Phenanthridines and Isoquinolines". . p. 10479 - 10487. Retrieved 2020/09/23.