Dimethyl Quinoline-2,3-dicarboxylate

Base Information

• Chemical Name: Dimethyl Quinoline-2,3-dicarboxylate
• CAS No.: 17507-03-8
• Molecular Formula: C13H11NO4
• Molecular Weight: 245.235
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID60451796
• Nikkaji Number: J669.392J
• Wikidata: Q72472023
• Mol file: 17507-03-8.mol

Synonyms:17507-03-8;Dimethyl Quinoline-2,3-dicarboxylate;Dimethyl 2,3-quinolinedicarboxylate;Quinoline-2,3-dicarboxylic acid dimethyl ester;2,3-dimethyl quinoline-2,3-dicarboxylate;2,3-Quinolinedicarboxylic acid, 2,3-dimethyl ester;Quinoline-2,3-dicarboxylic acid dimethylester;SCHEMBL68891;DTXSID60451796;LJLAVRGABNTTSN-UHFFFAOYSA-N;dimethyl-2,3-quinolinedicarboxylate;AKOS015854378;SB68799;AC-11025;AS-68609;CS-0309289;FT-0602622;2,3-Quinolinedicarboxylic acid dimethyl ester;D95656;EN300-1722002;A811707;Z3234820764

Chemical Property of Dimethyl Quinoline-2,3-dicarboxylate

Chemical Property:

• Vapor Pressure: 7.61E-05mmHg at 25°C
• Melting Point: 107-108 °C
• Refractive Index: 1.598
• Boiling Point: 342.3 °C at 760 mmHg
• Flash Point: 160.8 °C
• PSA: 65.49000
• Density: 1.273 g/cm³
• LogP: 1.80800
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 245.06880783
• Heavy Atom Count: 18
• Complexity: 331

Purity/Quality:

99% ^*data from raw suppliers

Quinoline-2,3-dicarboxylicaciddimethylester 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC2=CC=CC=C2N=C1C(=O)OC

Technology Process of Dimethyl Quinoline-2,3-dicarboxylate

There total 24 articles about Dimethyl Quinoline-2,3-dicarboxylate 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: 89.0%

2-azidobenzaldehyde (16714-25-3) + dimethylfumarate (624-49-7) → dimethyl quinoline-2,3-dicarboxylate (17507-03-8)

Guidance literature:

In acetonitrile; at 115 ℃; for 0.583333h; Microwave irradiation; Green chemistry;

DOI:10.1039/c7gc01380a

Reference yield: 88.0%

1-Oxy-quinoline-2,3-dicarboxylic acid dimethyl ester (91901-73-4) → dimethyl quinoline-2,3-dicarboxylate (17507-03-8)

Guidance literature:

With phosphorus trichloride; In chloroform; for 8h; Heating;

DOI:10.1007/BF02290617

Reference yield: 86.0%

dimethyl 2-[(E)-stilben-2-ylamino]fumarate → dimethyl 4-benzoylquinoline-2,3-dicarboxylate (1373169-75-5) + dimethyl quinoline-2,3-dicarboxylate (17507-03-8)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; oxygen; copper(l) chloride; In N,N-dimethyl acetamide; at 100 ℃; for 0.5h; under 760.051 Torr; Reagent/catalyst; Solvent; Temperature; chemoselective reaction; Catalytic behavior;

DOI:10.1055/s-0034-1378870

upstream raw materials:

Dimethyl 2-oxosuccinate

o-aminobenzaldehyde

dimethyl acetylenedicarboxylate

benzo[c]isothiazole

Downstream raw materials:

2-hydroxymethyl-quinolin-3-yl-methanol

Benzoic acid 5-(1,3-dihydro-pyrrolo[3,4-b]quinoline-2-carbonyl)-3-ethyl-4-formyl-2-oxo-3,6-dihydro-2H-pyran-3-yl ester

Benzoic acid 4-ethyl-3,13-dioxo-3,4,12,13-tetrahydro-1H-2-oxa-6,12a-diaza-dibenzo[b,h]fluoren-4-yl ester

camptothecin

Refernces

• 1、 Xie, Rong,Lu, Guang-Peng,Jiang, Huan-Feng,Zhang, Min. "Selective reductive annulation reaction for direct synthesis of functionalized quinolines by a cobalt nanocatalyst". . p. 239 - 243. Retrieved 2020/02/15.
• 2、 Sarmah, Bikash Kumar,Konwar, Monuranjan,Bhattacharyya, Dipanjan,Adhikari, Priyanka,Das, Animesh. "Regioselective Cyanation of Six-Membered N-Heteroaromatic Compounds Under Metal-, Activator-, Base- and Solvent-Free Conditions". supporting information. p. 5616 - 5625. Retrieved 2019/11/22.