Diethyl 2-[(3-chloro-4-fluoroanilino)methylene]malonate

Base Information

• Chemical Name: Diethyl 2-[(3-chloro-4-fluoroanilino)methylene]malonate
• CAS No.: 70032-30-3
• Molecular Formula: C14H15 Cl F N O4
• Molecular Weight: 315.729
• European Community (EC) Number: 274-287-8
• DSSTox Substance ID: DTXSID30990283
• Nikkaji Number: J318.110C
• Mol file: 70032-30-3.mol

Synonyms:70032-30-3;Diethyl 2-[(3-chloro-4-fluoroanilino)methylene]malonate;EINECS 274-287-8;Diethyl (((3-chloro-4-fluorophenyl)amino)methylene)malonate;diethyl 2-[(3-chloro-4-fluoroanilino)methylidene]propanedioate;Propanedioic acid,2-[[(3-chloro-4-fluorophenyl)amino]methylene]-, 1,3-diethyl ester;DIETHYL [[(3-CHLORO-4-FLUOROPHENYL)AMINO]METHYLENE]MALONATE;[[(3-Chloro-4-fluorophenyl)amino]methylene]propanedioic acid diethyl ester;C14H15ClFNO4;SCHEMBL9082408;DTXSID30990283;C14-H15-Cl-F-N-O4;STK691046;AKOS000276630;CS-0361261;3-Chlor-4-fluor-anilino-methylen-malonsaeureethylester;diethyl (3-chloro-4-fluorophenyl)aminomethylenepropanedioate;Diethyl 2-[(3-chloro-4-fluoroanilino)methylene]malonate #;Diethyl [(3-chloro-4-fluoroanilino)methylidene]propanedioate;Diethyl 2-(((3-chloro-4-fluorophenyl)amino)methylene)malonate;[(3-Chloro-4-fluoroanilino)methylidene]malonic acid, diethyl ester;diethyl {[(3-chloro-4-fluorophenyl)amino]methylidene}propanedioate;Propanedioic acid, [[(3-chloro-4-fluorophenyl)amino]methylene]-, diethyl ester

Chemical Property of Diethyl 2-[(3-chloro-4-fluoroanilino)methylene]malonate

Chemical Property:

• Vapor Pressure: 2.42E-05mmHg at 25°C
• Melting Point: 77-79 °C
• Boiling Point: 359.2°C at 760 mmHg
• PKA: -1.50±0.70(Predicted)
• Flash Point: 171°C
• PSA: 64.63000
• Density: 1.31g/cm³
• LogP: 2.97410
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 315.0673638
• Heavy Atom Count: 21
• Complexity: 382

Purity/Quality:

98% ^*data from raw suppliers

Diethyl2-(((3-Chloro-4-fluorophenyl)amino)methylene)malonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=CNC1=CC(=C(C=C1)F)Cl)C(=O)OCC
• Uses: Diethyl 2-(((3-Chloro-4-fluorophenyl)amino)methylene)malonate is an intermediate in the preparation of fluoroquinolone-triazole hybrid compounds with antibacterial and antifungal properties.

Technology Process of Diethyl 2-[(3-chloro-4-fluoroanilino)methylene]malonate

There total 6 articles about Diethyl 2-[(3-chloro-4-fluoroanilino)methylene]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: 100.0%

3-chloro-4-fluorophenylamine (367-21-5) + diethyl 2-ethoxymethylenemalonate (87-13-8) → diethyl 2-[(3-chloro-4-fluorophenylamino)methylene]malonate (70032-30-3)

Guidance literature:

at 120 - 130 ℃; for 2h;

DOI:10.1021/jm00186a014

Reference yield: 70.0%

2-[2,2,2-trichloro-1-(3-chloro-4-fluoro-phenylamino)-ethyl]-malonic acid diethyl ester (226881-97-6) → diethyl 2-[(3-chloro-4-fluorophenylamino)methylene]malonate (70032-30-3)

Guidance literature:

With PEG-400; potassium carbonate; In acetonitrile; Heating;

DOI:10.1080/00397919908086168

Reference yield:

diethyl 2,2,2-trichloroethylidenepropanedioate (27971-92-2) → diethyl 2-[(3-chloro-4-fluorophenylamino)methylene]malonate (70032-30-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / acetonitrile / Heating

2: 70 percent / K₂CO₃, PEG-400 / acetonitrile / Heating

With PEG-400; potassium carbonate; In acetonitrile;

DOI:10.1080/00397919908086168

upstream raw materials:

3-chloro-4-fluorophenylamine

diethyl 2-ethoxymethylenemalonate

2-[2,2,2-trichloro-1-(3-chloro-4-fluoro-phenylamino)-ethyl]-malonic acid diethyl ester

diethyl 2,2,2-trichloroethylidenepropanedioate

Downstream raw materials:

3-Chlor-4-fluorphenyl-aminomethylenmalonsaeure

7-Chloro-6-fluoro-4-hydroxy-3-quinolinecarboxylic acid ethyl ester

1-(tert-butyl)-7-(piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

7-chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid