dimethyl 6-bromoquinoline-2,4-dicarboxylate

Base Information

• Chemical Name: dimethyl 6-bromoquinoline-2,4-dicarboxylate
• CAS No.: 438590-10-4
• Molecular Formula: C₁₃H₁₀BrNO₄
• Molecular Weight: 324.131
• Mol file: 438590-10-4.mol

Synonyms:2,4-dimethyl 6-bromoquinoline-2,4-dicarboxylate

Chemical Property of dimethyl 6-bromoquinoline-2,4-dicarboxylate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

dimethyl6-bromoquinoline-2,4-dicarboxylate 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dimethyl 6-bromoquinoline-2,4-dicarboxylate

There total 8 articles about dimethyl 6-bromoquinoline-2,4-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: 83.0%

dimethyl acetylenedicarboxylate (762-42-5) + 4-bromo-aniline (106-40-1) → 2,4-dimethyl 6-bromoquinoline-2,4-dicarboxylate (438590-10-4)

Guidance literature:

With triethyltryptophanium iodide ionic liquid on silicated titanomagnetite core nano hybrid; In neat (no solvent); at 100 ℃; for 20h; regioselective reaction; Green chemistry;

DOI:10.1002/jccs.202000444

Reference yield: 11.0%

dimethyl (E)-2-oxoglutaconate (38256-25-6) + 4-bromo-aniline (106-40-1) → 2,4-dimethyl 6-bromoquinoline-2,4-dicarboxylate (438590-10-4)

Guidance literature:

With o-toluenesulfonic acid; In dichloromethane; for 24h; Heating;

DOI:10.1021/jm010261z

Reference yield: 10.0%

methanol (67-56-1) + 6-bromoquinoline-2 ,4-dicarboxylic acid (250641-14-6) → 2,4-dimethyl 6-bromoquinoline-2,4-dicarboxylate (438590-10-4)

Guidance literature:

6-bromoquinoline-2 ,4-dicarboxylic acid; With thionyl chloride; at 80 ℃; for 16h;

methanol; at 25 ℃; for 3h; Reflux;

upstream raw materials:

dimethyl (E)-2-oxoglutaconate

4-bromo-aniline

α-ketoglutaric acid

dimethyl 2-ketoglutarate

Downstream raw materials:

dimethyl 6-[(E)-2-phenylethenyl]quinoline-2,4-dicarboxylate

dimethyl 6-(biphenyl-4-yl)quinoline-2,4-dicarboxylate

dimethyl 6-[(E)-2-[1,1'-biphenyl-4-yl]ethenyl]quinoline-2,4-dicarboxylate

6-bromoquinoline-2 ,4-dicarboxylic acid

Refernces

• 1、 -. "GLUCOSE TRANSPORT INHIBITORS". . . Retrieved 2017/01/02.
• 2、 Carrigan, Christina N.,Bartlett, Richard D.,Esslinger, C. Sean,Cybulski, Kimberly A.,Tongcharoensirikul, Pakamas,Bridges, Richard J.,Thompson, Charles M.. "Synthesis and in vitro pharmacology of substituted quinoline-2,4-dicarboxylic acids as inhibitors of vesicular glutamate transport". . p. 2260 - 2276. Retrieved 2007/10/03.