Tetraethyl (5-benzoyl-2,4-dihydro-3H-pyrazol-3-ylidene)bisphosphonate

Base Information

• Chemical Name: Tetraethyl (5-benzoyl-2,4-dihydro-3H-pyrazol-3-ylidene)bisphosphonate
• CAS No.: 132508-02-2
• Molecular Formula: C18H28N2O7P2
• Molecular Weight: 446.377
• DSSTox Substance ID: DTXSID60157605
• Nikkaji Number: J531.988I
• Wikidata: Q83025766
• ChEMBL ID: CHEMBL283848
• Mol file: 132508-02-2.mol

Synonyms:Tetraethyl (5-benzoyl-2,4-dihydro-3H-pyrazol-3-ylidene)bisphosphonate;132508-02-2;U-81581;Phosphonic acid, (5-benzoyl-2,4-dihydro-3H-pyrazol-3-ylidene)bis-, tetraethyl ester;SCHEMBL193353;CHEMBL283848;DTXSID60157605;C18H28N2O7P2;NPLHDPAQRZJWHX-UHFFFAOYSA-N;C18-H28-N2-O7-P2;[5-Benzoyl-2,4-dihydro-3H-pyrazol-3-ylidene]bisphosphonic acid tetraethyl ester;PD159880;LS-106453

Chemical Property of Tetraethyl (5-benzoyl-2,4-dihydro-3H-pyrazol-3-ylidene)bisphosphonate

Chemical Property:

• Vapor Pressure: 9.01E-13mmHg at 25°C
• Boiling Point: 564.6°C at 760 mmHg
• Flash Point: 295.3°C
• Density: 1.33g/cm³
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 12
• Exact Mass: 446.13717523
• Heavy Atom Count: 29
• Complexity: 642

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(C1(CC(=NN1)C(=O)C2=CC=CC=C2)P(=O)(OCC)OCC)OCC

Technology Process of Tetraethyl (5-benzoyl-2,4-dihydro-3H-pyrazol-3-ylidene)bisphosphonate

There total 2 articles about Tetraethyl (5-benzoyl-2,4-dihydro-3H-pyrazol-3-ylidene)bisphosphonate 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: 59.0%

1,1-bis(diethylphosphono)ethylene (37465-31-9) + 2-diazo-acetophenone (3282-32-4) → (5-benzoyl-2,4-dihydro-3H-pyrazol-3-ylidene)biphosphonic acid tetraethyl ester (132508-02-2)

Guidance literature:

In diethyl ether; at 22 ℃; for 20h;

DOI:10.1021/jm00053a017

Reference yield:

Tetraethyl methylenediphosphonate (1660-94-2) → (5-benzoyl-2,4-dihydro-3H-pyrazol-3-ylidene)biphosphonic acid tetraethyl ester (132508-02-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Et₂NH, 2.) p-toluenesulfonic acid / 1.) MeOH, reflux, 18 h, 2.) toluene, reflux, 18 h

2: 59 percent / diethyl ether / 20 h / 22 °C

With toluene-4-sulfonic acid; diethylamine; In diethyl ether;

DOI:10.1021/jm00053a017

Reference yield: 81.0%

(5-benzoyl-2,4-dihydro-3H-pyrazol-3-ylidene)biphosphonic acid tetraethyl ester (132508-02-2) + methyl iodide (74-88-4) → (5-benzoyl-2,4-dihydro-2-methyl-3H-pyrazol-3-ylidene)bisphosphonic acid tetraethyl ester

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 22 ℃; for 0.5h;

DOI:10.1021/jm00053a017

upstream raw materials:

1,1-bis(diethylphosphono)ethylene

2-diazo-acetophenone

Tetraethyl methylenediphosphonate