Diethyl 2-[(2,3-dichloroanilino)methylene]malonate

Base Information

• Chemical Name: Diethyl 2-[(2,3-dichloroanilino)methylene]malonate
• CAS No.: 19056-80-5
• Molecular Formula: C14H15Cl2NO4
• Molecular Weight: 332.183
• DSSTox Substance ID: DTXSID401167398
• Mol file: 19056-80-5.mol

Synonyms:19056-80-5;diethyl 2-[(2,3-dichloroanilino)methylene]malonate;1,3-diethyl 2-{[(2,3-dichlorophenyl)amino]methylidene}propanedioate;diethyl 2-[(2,3-dichloroanilino)methylidene]propanedioate;SCHEMBL10862709;DTXSID401167398;MFCD00111147;AKOS002265179;CCG-234849;CS-0336656;5J-057;Diethyl 2-(((2,3-dichlorophenyl)amino)methylene)malonate;1,3-Diethyl 2-[[(2,3-dichlorophenyl)amino]methylene]propanedioate;1,3-diethyl2-{[(2,3-dichlorophenyl)amino]methylidene}propanedioate

Chemical Property of Diethyl 2-[(2,3-dichloroanilino)methylene]malonate

Chemical Property:

• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 331.0378133
• Heavy Atom Count: 21
• Complexity: 380

Purity/Quality:

99% ^*data from raw suppliers

Diethyl 2-[(2,3-dichloroanilino)methylene]malonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(=CNC1=C(C(=CC=C1)Cl)Cl)C(=O)OCC

Technology Process of Diethyl 2-[(2,3-dichloroanilino)methylene]malonate

There total 1 articles about Diethyl 2-[(2,3-dichloroanilino)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:

2,3-dichloroaniline (608-27-5) + diethyl 2-ethoxymethylenemalonate (87-13-8) → 2,3-Dichlor-anilinomethylen-malonsaeure-diethylester (19056-80-5)

Guidance literature:

at 120 - 130 ℃; for 2h;

DOI:10.1021/jm00186a014

Reference yield:

2,3-Dichlor-anilinomethylen-malonsaeure-diethylester (19056-80-5) → ethanol (64-17-5) + ethyl 7,8-dichloro-4-hydroxyquinoline-3-carboxylate (75001-53-5)

Guidance literature:

In diphenylether; at 250 ℃; for 1.5h;

Reference yield:

2,3-Dichlor-anilinomethylen-malonsaeure-diethylester (19056-80-5) → 7,8-dichloro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester (175134-95-9,75001-53-5)

Guidance literature:

With diphenyl ether-biphenyl eutectic; at 250 ℃; for 1h; Yield given;

DOI:10.1002/(SICI)1097-458X(199611)34:11<972::AID-OMR994>3.0.CO;2-9

upstream raw materials:

2,3-dichloroaniline

diethyl 2-ethoxymethylenemalonate

Downstream raw materials:

ethyl 7,8-dichloro-4-hydroxyquinoline-3-carboxylate

7,8-dichloro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester

ethanol

Refernces

• 1、 -. "4-HYDROXYQUINOLINE-3-CARBOXAMIDES AND HYDRAZIDES AS ANTIVIRAL AGENTS". Page/Page column 56. . Retrieved 2010/02/13.
• 2、 Koga, Hiroshi,Itoh, Akira,Murayama, Satoshi,Suzue, Seigo,Irikura, Tsutomu. "Structure-Activity Relationships of Antibacterial 6,7- and 7,8-Disubstituted 1-Alkyl-1,4-dihydro-4-oxoquinoline-3-carboxylic Acids". . p. 1358 - 1363. Retrieved 2007/10/02.