N-(3-fluorophenyl)prop-2-enamide

Base Information

• Chemical Name: N-(3-fluorophenyl)prop-2-enamide
• CAS No.: 519004-35-4
• Molecular Formula: C9H8FNO
• Molecular Weight: 165.167
• DSSTox Substance ID: DTXSID001302512
• ChEMBL ID: CHEMBL2426253
• Mol file: 519004-35-4.mol

Synonyms:N-(3-fluorophenyl)prop-2-enamide;N-(3-fluorophenyl)acrylamide;519004-35-4;SCHEMBL1380349;CHEMBL2426253;DTXSID001302512;N-(3-Fluorophenyl)-2-propenamide;MFCD00593993;AKOS003287470;AM87608;VS-0090;CS-0217097;EN300-67476;N11718;Z440633662

Chemical Property of N-(3-fluorophenyl)prop-2-enamide

Chemical Property:

• Boiling Point: 300.1±34.0 °C(Predicted)
• PKA: 12.85±0.70(Predicted)
• PSA: 32.59000
• Density: 1.193±0.06 g/cm3(Predicted)
• LogP: 2.59970
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 165.058992041
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

99%min ^*data from raw suppliers

N-(3-fluorophenyl)prop-2-enamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC(=O)NC1=CC(=CC=C1)F

Technology Process of N-(3-fluorophenyl)prop-2-enamide

There total 1 articles about N-(3-fluorophenyl)prop-2-enamide 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%

meta-fluoroaniline (372-19-0) + acryloyl chloride (814-68-6,25189-84-8) → N-(3-fluorophenyl) acrylamide (519004-35-4)

Guidance literature:

With triethylamine; In ethyl acetate; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1039/d0ob01104e

Reference yield: 88.0%

N-(3-fluorophenyl) acrylamide (519004-35-4) + N3-octyl-N1-phenyl-β-alaninamide → N3-(3-anilino-3-oxopropyl)-N1-(3-fluorophenyl)-N3-octyl-β-alaninamide

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; for 16h; Inert atmosphere; Reflux;

DOI:10.1021/acs.jmedchem.9b00145

Reference yield: 64.0%

N-(3-fluorophenyl) acrylamide (519004-35-4) + methyl iodide (74-88-4) → N-(3-fluorophenyl)-N-methylacrylamide

Guidance literature:

N-(3-fluorophenyl) acrylamide; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.25h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1039/d0ob01104e

upstream raw materials:

meta-fluoroaniline

acryloyl chloride

Refernces

• 1、 Cai, Lei,Fu, Lei,Gao, Yuzhen,Li, Gang,Li, Shangda,Zhou, Chunlin. "Rh(i)-Catalyzed regioselective arylcarboxylation of acrylamides with arylboronic acids and CO2". supporting information. p. 7328 - 7332. Retrieved 2020/11/19.
• 2、 Kokosza, Kamil,Balzarini, Jan,Piotrowska, Dorota G.. "Design, synthesis, antiviral and cytostatic evaluation of novel isoxazolidine nucleotide analogues with a carbamoyl linker". . p. 1097 - 1108. Retrieved 2013/03/28.