3-OXO-3,4-DIHYDRO-QUINOXALINE-2-CARBOXYLIC ACID

Base Information

• Chemical Name: 3-OXO-3,4-DIHYDRO-QUINOXALINE-2-CARBOXYLIC ACID
• CAS No.: 36818-07-2
• Molecular Formula: C11H10 N2 O3
• Molecular Weight: 218.212
• Hs Code.: 2933990090
• Mol file: 36818-07-2.mol

Synonyms:Ethyl2-hydroxy-3-quinoxalinecarboxylate; NSC 65995

Chemical Property of 3-OXO-3,4-DIHYDRO-QUINOXALINE-2-CARBOXYLIC ACID

Chemical Property:

• Vapor Pressure: 4.66E-06mmHg at 25°C
• Boiling Point: 371.9°Cat760mmHg
• Flash Point: 178.7°C
• PSA: 72.05000
• Density: 1.34g/cm³
• LogP: 1.09980

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl3-oxo-3,4-dihydro-2-quinoxalinecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-OXO-3,4-DIHYDRO-QUINOXALINE-2-CARBOXYLIC ACID

There total 16 articles about 3-OXO-3,4-DIHYDRO-QUINOXALINE-2-CARBOXYLIC ACID 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: 100.0%

ethanol (64-17-5) + 3-hydroxyquinoxaline-2-carboxylic acid (1204-75-7) → ethyl-3-hydroxy-quinoxaline-2-carboxylate (36818-07-2)

Guidance literature:

With thionyl chloride; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2010.03.100

Reference yield: 96.0%

1,2-diamino-benzene (95-54-5) + Diethyl ketomalonate (609-09-6) → ethyl 3-oxo-4H-quinoxaline-2-carboxylate (36818-07-2)

Guidance literature:

In ethanol; for 6h; Reflux;

DOI:10.1002/poc.4030

Reference yield: 87.0%

diethyl 2,3-dioxosuccinate (59743-08-7) + 1,2-diamino-benzene (95-54-5) → ethyl 3-oxo-4H-quinoxaline-2-carboxylate (36818-07-2)

Guidance literature:

In ethanol; for 2h; Heating;

DOI:10.1016/S0014-827X(98)00044-5

upstream raw materials:

1,2-diamino-benzene

Diethyl ketomalonate

ethyl 1,2,3,4-tetrahydro-3-oxoquinoxaline-2-carboxylate

diethyl 2,3-dioxosuccinate

Downstream raw materials:

C₂₂H₂₄N₄O₃

C₂₁H₂₁ClN₄O₂

(4-(3-chlorophenyl)piperazin-1-yl)(3-ethoxyquinoxalin-2-yl)methanone

C₂₂H₂₁F₃N₄O₂

Refernces

• 1、 Haldar, Pranab,Dutta, Bishnupada,Guin, Joyram,Ray, Jayanta K.. "Uncatalyzed condensation between aryl-1,2-diamines and diethyl bromomalonate: a one-pot access to substituted ethyl 3-hydroxyquinoxaline-2-carboxylates". . p. 5855 - 5857. Retrieved 2007.
• 2、 Liu, Qing-Qing,Lu, Ke,Zhu, Hai-Miao,Kong, Shi-Lin,Yuan, Jing-Mei,Zhang, Guo-Hai,Chen, Nan-Ying,Gu, Chen-Xi,Pan, Cheng-Xue,Mo, Dong-Liang,Su, Gui-Fa. "Identification of 3-(benzazol-2-yl)quinoxaline derivatives as potent anticancer compounds: Privileged structure-based design, synthesis, and bioactive evaluation in vitro and in vivo". . p. 293 - 308. Retrieved 2019.
• 3、 Ahmed, Eman A.,Mohamed, Mamdouh F. A.,Omran, Ahmed,Salah, Hanan. "Synthesis, EGFR-TK inhibition and anticancer activity of new quinoxaline derivatives". supporting information. p. 2924 - 2940. Retrieved 2020/07/13.