Methyl 4,5-dibromo-2-furoate

Base Information

• Chemical Name: Methyl 4,5-dibromo-2-furoate
• CAS No.: 54113-41-6
• Molecular Formula: C6H4Br2O3
• Molecular Weight: 283.904
• Hs Code.: 2932190090
• European Community (EC) Number: 622-458-6
• DSSTox Substance ID: DTXSID30399732
• Nikkaji Number: J841.333I
• Wikidata: Q72489974
• Mol file: 54113-41-6.mol

Synonyms:Methyl 4,5-dibromo-2-furoate;54113-41-6;Methyl 4,5-dibromofuran-2-carboxylate;METHYL-4,5-DIBROMO-2-FUROATE;2-Furancarboxylic acid, 4,5-dibromo-, methyl ester;MFCD00092493;methyl 4,5-dibromo-2-furancarboxylate;4,5-Dibromo-2-furancarboxylic acid methyl ester;METHYL4,5-DIBROMO-2-FUROATE;SCHEMBL1198786;YSZC1325;AMY6578;DTXSID30399732;OIOPUTCGINQNRL-UHFFFAOYSA-N;AKOS016002670;SB60911;4,5-Dibromo-2-furoic Acid Methyl Ester;AS-59335;SY023311;CS-0011220;M2876;2,3-dibromo-furan-5-carboxylic acid methyl ester;A870542

Chemical Property of Methyl 4,5-dibromo-2-furoate

Chemical Property:

• Vapor Pressure: 0.0042mmHg at 25°C
• Melting Point: 56.0 to 60.0 °C
• Refractive Index: 1.554
• Boiling Point: 278.7°C at 760 mmHg
• Flash Point: 122.4°C
• PSA: 39.44000
• Density: 1.992g/cm³
• LogP: 2.59120
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 283.85067
• Heavy Atom Count: 11
• Complexity: 162

Purity/Quality:

NLT 98% ^*data from raw suppliers

Methyl 4,5-Dibromo-2-furoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(O1)Br)Br
• Uses: Methyl 4,5-dibromo-2-furoate is an intermediate in the synthesis of 4-Amino-2-furancarboxylic Acid (A609680), which is the characteristic structural element of the Proximicins. Proximicin A, B and C, are novel aminofuran antibiotic and anticancer compounds isolated from marine strains of the actinomycete Verrucosispora.

Technology Process of Methyl 4,5-dibromo-2-furoate

There total 6 articles about Methyl 4,5-dibromo-2-furoate 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: 94.8%

methanol (67-56-1) + 4,5-dibromo-2-furoic acid (2434-03-9) → methyl 4,5-dibromofuran-2-carboxylate (54113-41-6)

Guidance literature:

methanol; 4,5-dibromo-2-furoic acid; With sulfuric acid; In methanol; at 20 ℃; for 7h; Heating / reflux;

With sodium hydroxide; sodium citrate; In methanol; tert-butyl methyl ether; water; at 0 ℃; pH=6;

Reference yield: 78.0%

2-furoic acid methyl ester (611-13-2) → methyl 4,5-dibromofuran-2-carboxylate (54113-41-6)

Guidance literature:

2-furoic acid methyl ester; With aluminum (III) chloride; In chloroform; at -10 ℃; for 0.5h; Inert atmosphere;

With bromine; In chloroform; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.ejmech.2016.03.074

Reference yield: 58.0%

2-furoic acid methyl ester (611-13-2) + water (7732-18-5) → methyl 4,5-dibromofuran-2-carboxylate (54113-41-6)

Guidance literature:

2-furoic acid methyl ester; With aluminum (III) chloride; bromine; for 1h; Neat (no solvent);

water; at 0 ℃;

upstream raw materials:

2-furoic acid methyl ester

methanol

4,5-dibromo-2-furoic acid

water

Downstream raw materials:

methyl 3-bromo-2-methylfuran-5-carboxylate

5-chloro-4-(4-chloro-1-methyl-1H-pyrazol-5-yl)furan-2-carboxylic acid

Refernces

• 1、 -. "HETERO-FUSED CYCLIC COMPOUND". Paragraph 0241; 0242. . Retrieved 2016/07/05.
• 2、 -. "Substituted pyrazol ring derivative and application thereof". Paragraph 0065; 0066; 0067; 0068. . Retrieved 2016/10/09.