Diethyl 2-(4-chlorobenzamido)malonate

Base Information

• Chemical Name: Diethyl 2-(4-chlorobenzamido)malonate
• CAS No.: 81918-01-6
• Molecular Formula: C14H16 Cl N O5
• Molecular Weight: 313.738
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID90543274
• Wikidata: Q82420110
• Mol file: 81918-01-6.mol

Synonyms:Diethyl 2-(4-chlorobenzamido)malonate;81918-01-6;diethyl 2-[(4-chlorobenzoyl)amino]propanedioate;Diethyl 4-chlorobenzamidomalonate;Diethyl (4-chlorobenzamido)propanedioate;Propanedioic acid, [(4-chlorobenzoyl)amino]-, diethyl ester;Diethyl 2-[4-(chlorobenzoyl)amino]Malonate;SCHEMBL4652134;DTXSID90543274;KTKBMOLVXVIHQA-UHFFFAOYSA-N;AC6869;MFCD09031363;AKOS009087907;SY033664;Diethyl-2-[4-(chlorobenzoyl)amino]malonate;CS-0455998;A864482;Diethyl {[(4-chlorophenyl)carbonyl]amino}propanedioate;[(4-Chlorobenzoyl)-amino]-propanedioic acid diethyl ester

Chemical Property of Diethyl 2-(4-chlorobenzamido)malonate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.525
• Boiling Point: 458.625°C at 760 mmHg
• PKA: 11.56±0.46(Predicted)
• Flash Point: 231.168°C
• PSA: 81.70000
• Density: 1.264g/cm³
• LogP: 1.95550
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 313.0717003
• Heavy Atom Count: 21
• Complexity: 362

Purity/Quality:

97% ^*data from raw suppliers

Diethyl2-(4-Chlorobenzamido)malonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C(=O)OCC)NC(=O)C1=CC=C(C=C1)Cl
• Uses: Diethyl 2-(4-chlorobenzamido)malonate is a reagent used in the synthesis of indole-based PPARγ ligands

Technology Process of Diethyl 2-(4-chlorobenzamido)malonate

There total 2 articles about Diethyl 2-(4-chlorobenzamido)malonate 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: 93.0%

diethyl aminomalonate hydrochloride (13433-00-6) + 4-chloro-benzoyl chloride (122-01-0) → diethyl (((4-chlorophenyl)carbonyl)amino)propanedioate (81918-01-6)

Guidance literature:

With sodium hydrogencarbonate; In diethyl ether; water; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.ejmech.2015.04.010

Reference yield: 90.0%

aminomalonic acid diethyl ester (6829-40-9) + 4-chloro-benzoyl chloride (122-01-0) → diethyl (((4-chlorophenyl)carbonyl)amino)propanedioate (81918-01-6)

Guidance literature:

aminomalonic acid diethyl ester; With triethylamine; In chloroform; at 20 ℃; for 0.5h;

4-chloro-benzoyl chloride; In chloroform; at 5 - 20 ℃; for 2h;

Reference yield: 92.0%

Acetylenbis(phosphonsaeure-dimethylester) (19519-58-5) + diethyl (((4-chlorophenyl)carbonyl)amino)propanedioate (81918-01-6) → Z-2-[1,2-bis(dimethoxyphosphoryl)vinyl]-2-(4-chlorobenzoylamino)malonic acid diethyl ester

Guidance literature:

With potassium carbonate; In acetonitrile; at 20 ℃; diastereoselective reaction;

DOI:10.1134/S1070363221100169

upstream raw materials:

diethyl aminomalonate hydrochloride

4-chloro-benzoyl chloride

aminomalonic acid diethyl ester

Downstream raw materials:

2-(4-Chlorbenzoylamino)-2-brommalonsaeure-diethylester

2-(6-benzyloxy-1H-indol-3-ylmethyl)-2-(4-chloro-benzoylamino)-malonic acid diethyl ester

2-(4-Chloro-benzoylimino)-malonic acid diethyl ester

2-(4-Chloro-benzoylamino)-2-vinyl-malonic acid diethyl ester