Diethyl ((N-ethyl-3,4-(methylenedioxy)anilino)methylene)malonate

Base Information

• Chemical Name: Diethyl ((N-ethyl-3,4-(methylenedioxy)anilino)methylene)malonate
• CAS No.: 32953-23-4
• Molecular Formula: C17H21 N O6
• Molecular Weight: 335.357
• Hs Code.: 2932999099
• European Community (EC) Number: 251-303-1
• DSSTox Substance ID: DTXSID20954591
• Nikkaji Number: J319.478G
• Mol file: 32953-23-4.mol

Synonyms:32953-23-4;Diethyl ((N-ethyl-3,4-(methylenedioxy)anilino)methylene)malonate;EINECS 251-303-1;DIETHYL [[N-ETHYL-3,4-(METHYLENEDIOXY)ANILINO]METHYLENE]MALONATE;DTXSID20954591;Diethyl[[n-ethyl-3,4-(methylenedioxy)anilino]methylene]malonate;2-[[1,3-Benzodioxol-5-yl(ethyl)amino]methylene]malonic acid diethyl ester;Diethyl {[(2H-1,3-benzodioxol-5-yl)(ethyl)amino]methylidene}propanedioate;Propanedioic acid, ((1,3-benzodioxol-5-ylethylamino)methylene)-, diethyl ester

Chemical Property of Diethyl ((N-ethyl-3,4-(methylenedioxy)anilino)methylene)malonate

Chemical Property:

• Vapor Pressure: 3.34E-07mmHg at 25°C
• Boiling Point: 418.2°Cat760mmHg
• PKA: 0.08±0.70(Predicted)
• Flash Point: 206.7°C
• PSA: 74.30000
• Density: 1.237g/cm³
• LogP: 2.25170
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 9
• Exact Mass: 335.13688739
• Heavy Atom Count: 24
• Complexity: 458

Purity/Quality:

98%Min ^*data from raw suppliers

DIETHYL-[[N-ETHYL-3,4-(METHYLENEDIOXY)ANILINO]METHYLENE]MALONATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(C=C(C(=O)OCC)C(=O)OCC)C1=CC2=C(C=C1)OCO2

Technology Process of Diethyl ((N-ethyl-3,4-(methylenedioxy)anilino)methylene)malonate

There total 5 articles about Diethyl ((N-ethyl-3,4-(methylenedioxy)anilino)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:

diethyl N,N-dimethylaminomethylenemalonate (18856-68-3) + N-ethyl-3,4-(methylenedioxy)aniline (32953-14-3) → Ethyl α-ethoxycarbonyl-β-N-(5-benzodioxolyl)-N-ethylaminoacrylate (32953-23-4)

Guidance literature:

at 140 ℃; for 3h; Temperature;

Reference yield:

diethyl 2-ethoxymethylenemalonate (87-13-8) + N-ethyl-3,4-(methylenedioxy)aniline (32953-14-3) → Ethyl α-ethoxycarbonyl-β-N-(5-benzodioxolyl)-N-ethylaminoacrylate (32953-23-4)

Guidance literature:

In diphenylether; at 130 - 140 ℃; for 1.5h;

DOI:10.1002/jhet.430

Reference yield:

diethyl aminomethylenemalonate (6296-99-7) → Ethyl α-ethoxycarbonyl-β-N-(5-benzodioxolyl)-N-ethylaminoacrylate (32953-23-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / xylene / 0.25 h / Heating

2: acetic acid / 0.17 h / Heating

In acetic acid; xylene;

DOI:10.1007/BF00758139

upstream raw materials:

ethyl 4-aza-5-dimethylamino-2-ethoxycarbonyl-2,4-pentadienoate

N-ethyl-3,4-(methylenedioxy)aniline

diethyl aminomethylenemalonate

diethyl 2-ethoxymethylenemalonate

Downstream raw materials:

5-ethyl-8-oxo-5,8-dihydro-[1,3]-dioxolo[4,5-g]quinoline-7-carbonyl chloride

ethyl 5-ethyl-5,8-dihydro-8-oxo-1,3-dioxolo<4,5-g>quinoline-7-carboxylate

oxolinic Acid

ethyl 8-chloro-[1,3]dioxolo[4,5-g]quinoline-7- carboxylate

Refernces

• 1、 Pednekar, Suhas,Pandey, Anil Kumar. "Microwave-assisted synthesis of quinolone derivatives and related compounds". experimental part. p. 1104 - 1108. Retrieved 2010/11/03.
• 2、 Granik,Dozorova,Marchenko,Budanova,Kuzovkin,Glushkov. "Transamination with enamidines and a new method for the synthesis of oxolinic acid". . p. 745 - 748. Retrieved 2007/10/02.