2-amino-5-methyl-phenylphosphonic acid diethylester

Base Information

• Chemical Name: 2-amino-5-methyl-phenylphosphonic acid diethylester
• CAS No.: 42822-58-2
• Molecular Formula: C₁₁H₁₈NO₃P
• Molecular Weight: 243.243
• Mol file: 42822-58-2.mol

Synonyms:2-amino-5-methyl-phenylphosphonic acid diethylester

Chemical Property of 2-amino-5-methyl-phenylphosphonic acid diethylester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-amino-5-methyl-phenylphosphonic acid diethylester

There total 8 articles about 2-amino-5-methyl-phenylphosphonic acid diethylester 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: 76.0%

Diethyl phosphonate (762-04-9,123-22-8) + 2-iodo-4-methylaniline (29289-13-2) → 2-amino-5-methyl-phenylphosphonic acid diethylester (42822-58-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In toluene; at 100 ℃; for 14h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tetlet.2012.07.037

Reference yield: 76.0%

Diethyl phosphonate (762-04-9,123-22-8) + 2-bromo-p-toluidine (583-68-6) → 2-amino-5-methyl-phenylphosphonic acid diethylester (42822-58-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In toluene; at 100 ℃; for 14h;

DOI:10.1016/j.jorganchem.2014.04.014

Reference yield: 72.0%

2-iodo-4-methylaniline (29289-13-2) + phosphonic acid diethyl ester (762-04-9) → 2-amino-5-methyl-phenylphosphonic acid diethylester (42822-58-2)

Guidance literature:

With copper(l) iodide; caesium carbonate; N,N`-dimethylethylenediamine; In toluene; at 110 ℃; for 14h; Inert atmosphere; Large scale;

DOI:10.1002/ejic.201300342

upstream raw materials:

Diethyl phosphonate

2-iodo-4-methylaniline

phosphonic acid diethyl ester

2-bromo-p-toluidine

Downstream raw materials:

4-methyl-2-phosphanylaniline

p-toluidine

(2-amino-5-methylphenyl)phosphonic acid

Refernces

• 1、 Paparin, Jean-Laurent,Amador, Agnès,Badaroux, Eric,Bot, Stéphanie,Caillet, Catherine,Convard, Thierry,Da Costa, Daniel,Dukhan, David,Griffe, Ludovic,Griffon, Jean-Fran?ois,LaColla, Massimiliano,Leroy, Frédéric,Liuzzi, Michel,Giulia Loi, Anna,McCarville, Joe,Mascia, Valeria,Milhau, Julien,Onidi, Loredana,Pierra, Claire,Rahali, Rachid,Rosinosky, Elodie,Sais, Efisio,Seifer, Maria,Surleraux, Dominique,Standring, David,Dousson, Cyril B.. "Discovery of benzophosphadiazine drug candidate IDX375: A novel hepatitis C allosteric NS5B RdRp inhibitor". . p. 2634 - 2640. Retrieved 2017/05/10.
• 2、 Ghalib, Mohammed,Jones, Peter G.,Heinicke, Joachim W.. "Solvent-controlled lithiation of PC-N-heterocycles: Synthesis of mono- and bis(trimethylsilyl)-tert-butyl-dihydrobenzazaphospholes - A new type of highly bulky and basic phosphine ligands". . p. 44 - 51. Retrieved 2014/05/20.