Ethyl (4-fluorophenyl)methanimidate

Base Information

• Chemical Name: Ethyl (4-fluorophenyl)methanimidate
• CAS No.: 59332-77-3
• Molecular Formula: C9H10FNO
• Molecular Weight: 167.183
• DSSTox Substance ID: DTXSID00570915
• Mol file: 59332-77-3.mol

Synonyms:59332-77-3;Ethyl (4-fluorophenyl)methanimidate;SCHEMBL8595189;DTXSID00570915

Chemical Property of Ethyl (4-fluorophenyl)methanimidate

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 167.074642105
• Heavy Atom Count: 12
• Complexity: 142

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl (4-fluorophenyl)methanimidate

There total 4 articles about Ethyl (4-fluorophenyl)methanimidate 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: 86.0%

orthoformic acid triethyl ester (122-51-0) + 4-fluoroaniline (371-40-4) → ethyl (4-fluorophenyl)imidoformate (59332-77-3)

Guidance literature:

With zinc(II) chloride; Inert atmosphere;

DOI:10.1016/j.jorganchem.2020.121177

Reference yield:

diethoxymethyl acetate (14036-06-7) + 4-fluoroaniline (371-40-4) → ethyl (4-fluorophenyl)imidoformate (59332-77-3)

Guidance literature:

In acetonitrile; at 40 ℃; for 0.5h;

DOI:10.1016/j.ejmech.2011.09.054

Reference yield:

orthoformic acid triethyl ester (122-51-0) + 4-fluoroaniline (371-40-4) + N'-(tosyloxy)-acetimidamide → N,N’-bis(4-fluorophenyl)formamidine (141417-89-2,18464-36-3) + 1-(4-fluorophenyl)-3-methyl-1H-1,2,4-triazole (1445975-53-0) + ethyl (4-fluorophenyl)imidoformate (59332-77-3)

Guidance literature:

orthoformic acid triethyl ester; 4-fluoroaniline; N'-(tosyloxy)-acetimidamide; With ethanesulfonic acid; In tetrahydrofuran; at 60 ℃; for 6h; Inert atmosphere;

With potassium carbonate; In dichloromethane; Inert atmosphere;

DOI:10.1021/ol401428x

upstream raw materials:

orthoformic acid triethyl ester

4-fluoroaniline

diethoxymethyl acetate

Downstream raw materials:

4-fluoro-N-methylaniline

N-(4-fluorophenyl)-N'-(pyridin-4-ylcarbonyl)hydrazonoformamide

Refernces

• 1、 Tam, Annie,Armstrong, Ian S.,La Cruz, Thomas E.. "Multicomponent synthesis of 1-aryl 1,2,4-triazoles". supporting information. p. 3586 - 3589. Retrieved 2013/08/23.
• 2、 Sun, Nan,Wang, Shuai,Mo, Weimin,Hu, Baoxiang,Shen, Zhenlu,Hu, Xinquan. "A facile protocol for the synthesis of mono-N-methyl anilines via formimidate intermediates". experimental part. p. 7142 - 7148. Retrieved 2010/09/14.