Diethyl [(2-aminophenyl)methyl]phosphonate

Base Information

• Chemical Name: Diethyl [(2-aminophenyl)methyl]phosphonate
• CAS No.: 104167-26-2
• Molecular Formula: C11H18NO3P
• Molecular Weight: 243.243
• DSSTox Substance ID: DTXSID80545823
• Wikidata: Q82423445
• Mol file: 104167-26-2.mol

Synonyms:104167-26-2;diethyl 2-aminobenzylphosphonate;Diethyl [(2-aminophenyl)methyl]phosphonate;SCHEMBL331041;DTXSID80545823;IXEYLKJSMYPNFF-UHFFFAOYSA-N;diethyl (2-aminobenzyl)phosphonate;diethyl(2-aminobenzyl) phosphonic acid;SY309546;(2-Amino-benzyl)-phosphonic acid diethyl ester

Chemical Property of Diethyl [(2-aminophenyl)methyl]phosphonate

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 243.10243043
• Heavy Atom Count: 16
• Complexity: 237

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(CC1=CC=CC=C1N)OCC

Technology Process of Diethyl [(2-aminophenyl)methyl]phosphonate

There total 9 articles about Diethyl [(2-aminophenyl)methyl]phosphonate 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: 100.0%

diethyl 2-nitrobenzylphosphonate (4914-12-9) → diethyl <(2-aminophenyl)methyl>phosphonate (104167-26-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 6h;

DOI:10.1016/S0968-0896(02)00343-7

Reference yield: 97.0%

diethyl (hydroxy)(2-nitrophenyl)methylphosphonate (79202-15-6) → diethyl <(2-aminophenyl)methyl>phosphonate (104167-26-2)

Guidance literature:

With hydrogen; 10% palladium on active carbon; In ethanol; at 100 ℃; for 72h; under 38786.1 Torr;

DOI:10.1055/s-2001-16808

Reference yield:

2-nitrophenylmethyl bromide (3958-60-9) → diethyl <(2-aminophenyl)methyl>phosphonate (104167-26-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / toluene / 5 h / Heating

2: 100 percent / H₂ / 5 percent Pd/C / ethanol / 6 h / 20 °C

With hydrogen; palladium on activated charcoal; In ethanol; toluene; 1: Arbuzov reaction;

DOI:10.1016/S0968-0896(02)00343-7

upstream raw materials:

diethyl 2-nitrobenzylphosphonate

diethyl <<2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)phenyl>methyl>phosphonate

diethyl (hydroxy)(2-nitrophenyl)methylphosphonate

2-nitrophenylmethyl bromide

Downstream raw materials:

diethyl 2-(n-pentylsulfonamido)benzylphosphonate

diethyl 2-(n-nontylsulfonamido)benzylphosphonate