2-METHYL-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER

Base Information

• Chemical Name: 2-METHYL-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER
• CAS No.: 15785-08-7
• Molecular Formula: C13H13NO2
• Molecular Weight: 215.252
• Hs Code.: 2933499090
• Mol file: 15785-08-7.mol

Synonyms:2-Methyl-chinolin-3-carbonsaeureethylester;3-Quinolinecarboxylic acid,2-methyl-,ethyl ester;2-methylquinoline-3-carboxylic acid ethy ester;2-methyl-3-quinolinecarboxylic acid ethyl ester;2-Methyl-quinoline-3-carboxylic acid ethyl ester;ethyl 2-methyl-3-quinolinecarboxylate;

Chemical Property of 2-METHYL-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER

Chemical Property:

• Vapor Pressure: 0.000669mmHg at 25°C
• Melting Point: 69-70 °C
• Boiling Point: 308.7oC at 760 mmHg
• PKA: 4.04±0.50(Predicted)
• Flash Point: 140.5oC
• PSA: 39.19000
• Density: 1.148g/cm3
• LogP: 2.71990
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

ethyl2-methylquinoline-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-METHYL-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER

There total 57 articles about 2-METHYL-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER 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: 99.0%

ethyl acetoacetate (141-97-9) + o-aminobenzaldehyde (529-23-7) → 2-methyl-3-carbethoxyquinoline (15785-08-7)

Guidance literature:

With water; at 70 ℃; for 3h;

DOI:10.1055/s-0031-1289657

Reference yield: 98.0%

ethyl-2-(2-nitrobenzyliden)acetoacetate (104765-27-7,104765-28-8,67593-37-7) → 2-methyl-3-carbethoxyquinoline (15785-08-7)

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; palladium 10% on activated carbon; acetic acid; at 120 ℃; for 15h; chemoselective reaction; Inert atmosphere;

DOI:10.1055/s-0030-1260609

Reference yield: 96.0%

ethyl acetoacetate (141-97-9) + 2-nitro-benzaldehyde (552-89-6) → 2-methyl-3-carbethoxyquinoline (15785-08-7)

Guidance literature:

With tin(ll) chloride; zinc(II) chloride; In ethanol; at 70 ℃; for 3h; Molecular sieve; Inert atmosphere;

DOI:10.1055/s-0032-1316537

upstream raw materials:

(E)-N-(2-aminobenzylidene)-4-methylaniline

ethyl acetoacetate

o-aminobenzaldehyde

methanol

Downstream raw materials:

2-methylquinoline-3-carbohydrazide

3-(hydroxymethyl)-2-methylquinoline

quino[2',3':3,4]pyrrolo[2,1-b]quinazolin-13-hydroxy-11-one

2-methylquinoline-3-carboxylic acid phenylamide

Refernces

• 1、 Li, Jianjun,Qin, Cong,Yu, Yang,Fan, Huaqiang,Fu, Yiwei,Li, Hao,Wang, Wei. "Lewis Acid-Catalyzed C(sp3)–C(sp3) Bond Forming Cyclization Reactions for the Synthesis of Tetrahydroprotoberberine Derivatives". . p. 2191 - 2195. Retrieved 2017.
• 2、 Ono, Isao,Fujiki, Yoshiyuki,Fujinami, Naoki,Hoshi, Toshihiko. "A NOVEL PHOTO-INDUCED SUBSTITUTION OF ALKYL 2-CYANO-3-QUINOLINECARBOXYLATES". . p. 371 - 374. Retrieved 1989.
• 3、 Ornaghi, Prisca,Rotili, Dante,Sbardella, Gianluca,Mai, Antonello,Filetici, Patrizia. "A novel Gcn5p inhibitor represses cell growth, gene transcription and histone acetylation in budding yeast". . p. 911 - 917. Retrieved 2005.
• 4、 Hu, Wenli,Yang, Weisen,Yan, Tao,Cai, Mingzhong. "An efficient heterogeneous gold(I)-catalyzed intermolecular cycloaddition of 2-aminoaryl carbonyls and internal alkynes leading to polyfunctionalized quinolines". supporting information. p. 799 - 813. Retrieved 2019/03/23.