N-(3,4-dichlorophenyl)malonamic acid

Base Information

• Chemical Name: N-(3,4-dichlorophenyl)malonamic acid
• CAS No.: 17722-36-0
• Molecular Formula: C₉H₇Cl₂NO₃
• Molecular Weight: 248.065
• DSSTox Substance ID: DTXSID00170272
• Nikkaji Number: J2.747.645G
• Wikidata: Q27121484
• Metabolomics Workbench ID: 57212
• Mol file: 17722-36-0.mol

Synonyms:N-(3,4-dichlorophenyl)malonamic acid;17722-36-0;3-(3,4-dichloroanilino)-3-oxopropanoic acid;2-[(3,4-dichlorophenyl)carbamoyl]acetic acid;N-(3,4-Dichlorophenyl)-malonamate;2-((3,4-Dichlorophenyl)carbamoyl)acetic acid;3-[(3,4-dichlorophenyl)amino]-3-oxopropanoic acid;C04205;Oprea1_065388;SCHEMBL7098921;CHEBI:49101;DTXSID00170272;MFCD00201890;AKOS011512927;2-[(3,4-dichlorophenyl)carbamoyl]aceticacid;FT-0719150;3-(3,4-dichlorophenylamino)-3-oxopropanoic acid;11D-005;Q27121484

Chemical Property of N-(3,4-dichlorophenyl)malonamic acid

Chemical Property:

• Vapor Pressure: 9.43E-11mmHg at 25°C
• Boiling Point: 498.4°C at 760 mmHg
• Flash Point: 255.2°C
• Density: 1.574g/cm³
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 246.9802985
• Heavy Atom Count: 15
• Complexity: 260

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1NC(=O)CC(=O)O)Cl)Cl

Technology Process of N-(3,4-dichlorophenyl)malonamic acid

There total 8 articles about N-(3,4-dichlorophenyl)malonamic acid 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: 87.0%

→ 3-(3,4-dichloroanilino)-3-oxopropanoic acid (17722-36-0)

Guidance literature:

Reference yield:

ethyl 3-((3,4-dichlorophenyl)amino)-3-oxopropanoate (15386-79-5) → 3-(3,4-dichloroanilino)-3-oxopropanoic acid (17722-36-0)

Guidance literature:

With sodium carbonate; In methanol; for 1h; Heating;

DOI:10.1021/jm960214k

Reference yield:

m,p-dichloroaniline (95-76-1) → 3-(3,4-dichloroanilino)-3-oxopropanoic acid (17722-36-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 6 h / 180 °C

2: aq. Na₂CO₃ / methanol / 1 h / Heating

With sodium carbonate; In methanol;

DOI:10.1021/jm960214k

upstream raw materials:

malonic acid

m,p-dichloroaniline

ethyl 3-((3,4-dichlorophenyl)amino)-3-oxopropanoate

UDP-glucose

Refernces

• 1、 Kany, Andreas M.,Sikandar, Asfandyar,Yahiaoui, Samir,Haupenthal, J?rg,Walter, Isabell,Empting, Martin,K?hnke, Jesko,Hartmann, Rolf W.. "Tackling Pseudomonas aeruginosa Virulence by a Hydroxamic Acid-Based LasB Inhibitor". . p. 2449 - 2455. Retrieved 2018.
• 2、 Shih, Hsiencheng,Rankin, Gary O.. "A convenient one-pot synthesis of N-arylmalonamic acid via in-situ generation of malonyl monoacyl chloride". . p. 833 - 836. Retrieved 2007/10/03.