6-bromoquinoline-2,4-dicarboxylic Acid

Base Information

• Chemical Name: 6-bromoquinoline-2,4-dicarboxylic Acid
• CAS No.: 250641-14-6
• Molecular Formula: C11H6BrNO4
• Molecular Weight: 296.077
• DSSTox Substance ID: DTXSID80358839
• Nikkaji Number: J1.177.166A
• Wikidata: Q82139714
• ChEMBL ID: CHEMBL74323
• Mol file: 250641-14-6.mol

Synonyms:6-bromoquinoline-2,4-dicarboxylic Acid;250641-14-6;2,4-Quinolinedicarboxylic acid, 6-bromo-;Oprea1_813903;CHEMBL74323;SCHEMBL13919569;DTXSID80358839;AMY20717;MFCD00487568;STL303727;6-bromoquinoline-2,4-dicarboxylicAcid;AKOS016001991;SB71360;AS-10120;CS-0060676;W18207;A877721

Chemical Property of 6-bromoquinoline-2,4-dicarboxylic Acid

Chemical Property:

• Melting Point: 158-160 °C
• Boiling Point: 499.6±45.0 °C(Predicted)
• PKA: 1.93±0.30(Predicted)
• PSA: 87.49000
• Density: 1.873±0.06 g/cm3(Predicted)
• LogP: 2.39370
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 294.94802
• Heavy Atom Count: 17
• Complexity: 335

Purity/Quality:

98.5% ^*data from raw suppliers

6-Bromoquinoline-2,4-dicarboxylic acid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Br)C(=CC(=N2)C(=O)O)C(=O)O

Technology Process of 6-bromoquinoline-2,4-dicarboxylic Acid

There total 8 articles about 6-bromoquinoline-2,4-dicarboxylic 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: 97.0%

sodium pyruvate (113-24-6) + 5-Bromo-1H-indole-2,3-dione (87-48-9) → 6-bromoquinoline-2 ,4-dicarboxylic acid (250641-14-6)

Guidance literature:

With sodium hydroxide; In water; for 4h; Reflux; Inert atmosphere;

DOI:10.1039/c9ra05299b

Reference yield: 95.0%

5-Bromo-1H-indole-2,3-dione (87-48-9) + 2-oxo-propionic acid (127-17-3) → 6-bromoquinoline-2 ,4-dicarboxylic acid (250641-14-6)

Guidance literature:

With potassium hydroxide; at 40 ℃; for 12h;

DOI:10.1016/j.bmcl.2013.11.041

Reference yield: 79.0%

2,4-dimethyl 6-bromoquinoline-2,4-dicarboxylate (438590-10-4) → 6-bromoquinoline-2 ,4-dicarboxylic acid (250641-14-6)

Guidance literature:

With hydroxide; In tetrahydrofuran;

DOI:10.1021/jm010261z

upstream raw materials:

5-Bromo-1H-indole-2,3-dione

2-oxo-propionic acid

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

α-ketoglutaric acid

Downstream raw materials:

C₂₃H₄BrF₁₀NO₄

6-bromoquinoline-4-carboxylic acid

C₃₁H₂₄BrF₅N₂O₆

C₃₃H₃₃BrN₂O₇

Refernces

• 1、 -. "Quinoline formamide compound as well as preparation method and application thereof". Paragraph 0130-0135. . Retrieved 2020/11/25.
• 2、 -. "GLUCOSE TRANSPORT INHIBITORS". Page/Page column 174. . Retrieved 2017/01/02.