Ethyl 4-chloro-7-methoxyquinoline-3-carboxylate

Base Information

• Chemical Name: Ethyl 4-chloro-7-methoxyquinoline-3-carboxylate
• CAS No.: 77156-85-5
• Molecular Formula: C13H12ClNO3
• Molecular Weight: 265.696
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID00352551
• Wikidata: Q72473665
• Mol file: 77156-85-5.mol

Synonyms:ethyl 4-chloro-7-methoxyquinoline-3-carboxylate;77156-85-5;4-Chloro-7-methoxy-quinoline-3-carboxylic acid ethyl ester;Ethyl 4-chloro-7-methoxy-3-quinolinecarboxylate;MFCD02217815;CBMicro_031264;MixCom6_001568;Oprea1_775529;SCHEMBL1467397;ETHYL 4-CHLORO-7-METHOXYQUINOLINE- 3-CARBOXYLATE;DTXSID00352551;IXMRUGGFGJIANG-UHFFFAOYSA-N;HMS1611G15;AMY26519;AKOS001627422;CCG-108126;SB38683;DS-11170;BIM-0031345.P001;4-chloro-3-ethoxycarbonyl-7-methoxyquinoline;7-methoxy-4-chloro-3-ethoxycarbonylquinoline;CS-0046187;FT-0646538;EN300-223212;ethyl4-chloro-7-methoxyquinoline-3-carboxylate;A850656;Ethyl 4-chloro-7-methoxy-quinoline-3-carboxylate;SR-01000453171;SR-01000453171-1

Chemical Property of Ethyl 4-chloro-7-methoxyquinoline-3-carboxylate

Chemical Property:

• Vapor Pressure: 1.42E-05mmHg at 25°C
• Refractive Index: 1.592
• Boiling Point: 366.9 °C at 760 mmHg
• Flash Point: 175.7 °C
• PSA: 48.42000
• Density: 1.282 g/cm³
• LogP: 3.07350
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 265.0505709
• Heavy Atom Count: 18
• Complexity: 300

Purity/Quality:

97% ^*data from raw suppliers

Ethyl4-Chloro-7-methoxyquinoline-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CN=C2C=C(C=CC2=C1Cl)OC

Technology Process of Ethyl 4-chloro-7-methoxyquinoline-3-carboxylate

There total 7 articles about Ethyl 4-chloro-7-methoxyquinoline-3-carboxylate 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: 92.0%

ethyl 4-hydroxy-7-methoxyquinoline-3-carboxylate (63463-15-0) → Ethyl 4-chloro-7-methoxyquinoline-3-carboxylate (77156-85-5)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In chloroform; at 65 ℃; for 2.5h;

Reference yield: 86.0%

7-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester (71083-05-1) → Ethyl 4-chloro-7-methoxyquinoline-3-carboxylate (77156-85-5)

Guidance literature:

With trichlorophosphate; In 1,4-dioxane; at 120 ℃; for 1h;

DOI:10.1016/j.bmc.2010.02.013

Reference yield:

m-Anisidine (536-90-3,918666-97-4) → Ethyl 4-chloro-7-methoxyquinoline-3-carboxylate (77156-85-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / 2 h / 110 - 115 °C

2: various solvent(s) / 0.5 h / 250 °C

3: 67 percent / POCl₃ / 5 h / Heating

With trichlorophosphate; In various solvent(s);

DOI:10.1016/S0014-827X(98)00072-X

upstream raw materials:

ethyl 4-hydroxy-7-methoxyquinoline-3-carboxylate

Diethyl 2-<(3-methoxyphenylamino)methylene>malonate

m-Anisidine

diethyl 2-ethoxymethylenemalonate

Downstream raw materials:

4-chloro-7-methoxyquinoline-3-carboxylic acid

ethyl 7-methoxy quinoline-3-carboxylate

ethyl 2-(benzo[d][1,3]dioxol-5-yl)-7-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate

ethyl 7-methoxy-4-oxo-2-phenyl-1,4-dihydroquinoline-3-carboxylate