6,8-Dibromocoumarin-3-carboxylate

Base Information

• Chemical Name: 6,8-Dibromocoumarin-3-carboxylate
• CAS No.: 3855-87-6
• Molecular Formula: C10H3Br2O4-
• Molecular Weight: 347.947
• Hs Code.: 2932209090
• DSSTox Substance ID: DTXSID90959417
• Mol file: 3855-87-6.mol

Synonyms:DTXSID90959417;KJFIZDKBEUTEPR-UHFFFAOYSA-M;6,8-dibromocoumarin-3-carboxylate;6,8-Dibromo-2-oxo-2H-1-benzopyran-3-carboxylate

Chemical Property of 6,8-Dibromocoumarin-3-carboxylate

Chemical Property:

• Vapor Pressure: 3.78E-10mmHg at 25°C
• Melting Point: 221-224°C
• Boiling Point: 483.2°Cat760mmHg
• PKA: 1.19±0.20(Predicted)
• Flash Point: 246°C
• PSA: 67.51000
• Density: 2.178g/cm³
• LogP: 3.01620
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 346.83776
• Heavy Atom Count: 16
• Complexity: 360

Purity/Quality:

98%min ^*data from raw suppliers

6,8-Dibromo-2-oxo-2H-chromene-3-carboxylic acid >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn:Harmful
• Statements: 36/37/38
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39:Wear suitabl

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C2C=C(C(=O)OC2=C(C=C1Br)Br)C(=O)[O-]

Technology Process of 6,8-Dibromocoumarin-3-carboxylate

There total 9 articles about 6,8-Dibromocoumarin-3-carboxylate 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: 90.0%

6,8-dibromo-2-oxo-2H-1-benzopyran-3-carboxylic acid ethyl ester (2199-89-5) → 6,8-dibromocoumarin-3-carboxylic acid (3855-87-6)

Guidance literature:

With sodium hydroxide; In water; for 0.5h; Reflux;

DOI:10.1016/j.ejmech.2016.01.023

Reference yield: 90.0%

cycl-isopropylidene malonate (2033-24-1) + 3,5-Dibromosalicylaldehyde (90-59-5) → 6,8-dibromocoumarin-3-carboxylic acid (3855-87-6)

Guidance literature:

cycl-isopropylidene malonate; 3,5-Dibromosalicylaldehyde; With potassium phosphate; In ethanol; at 20 ℃; for 0.833333h;

With ammonium chloride; In ethanol;

Reference yield: 89.0%

→ 6,8-dibromocoumarin-3-carboxylic acid (3855-87-6)

Guidance literature:

With ammonium acetate; In water; at 20 ℃; for 3h;

upstream raw materials:

3,5-Dibromosalicylaldehyde

malonic acid

6,8-dibromo-2-oxo-2H-1-benzopyran-3-carboxylic acid ethyl ester

cyanoacetic acid

Downstream raw materials:

6,8-dibromo-2-oxo-N-o-tolyl-2H-chromene-3-carboxamide

6,8-dibromo-N-(2-methoxyphenyl)-2-oxo-2H-chromene-3-carboxamide

6,8-dibromo-2-oxo-N-m-tolyl-2H-chromene-3-carboxamide

6,8-dibromo-2-oxo-N-(3-(trifluoromethyl)phenyl)-2H-chromene-3-carboxamide

Refernces

• 1、 -. "3-substituted coumarin derivative and application and GPR35 receptor agonist". Paragraph 0048; 0069; 0083-0084. . Retrieved 2018/06/04.
• 2、 Bouckaert, Charlotte,Serra, Silvia,Rondelet, Grégoire,Dolu?i?, Eduard,Wouters, Johan,Dogné, Jean-Michel,Frédérick, Rapha?l,Pochet, Lionel. "Synthesis, evaluation and structure-activity relationship of new 3-carboxamide coumarins as FXIIa inhibitors". . p. 181 - 194. Retrieved 2016/05/02.