3-benzoyl-6-bromo-2H-chromen-2-one

Base Information

• Chemical Name: 3-benzoyl-6-bromo-2H-chromen-2-one
• CAS No.: 2199-85-1
• Molecular Formula: C16H9BrO3
• Molecular Weight: 329.15
• Hs Code.: 2932209090
• DSSTox Substance ID: DTXSID30357736
• Nikkaji Number: J3.033.846D
• Wikidata: Q82137791
• ChEMBL ID: CHEMBL591524
• Mol file: 2199-85-1.mol

Synonyms:3-benzoyl-6-bromo-2H-chromen-2-one;2199-85-1;3-benzoyl-6-bromochromen-2-one;2H-1-Benzopyran-2-one, 3-benzoyl-6-bromo-;Oprea1_453170;CHEMBL591524;SCHEMBL2038036;DTXSID30357736;STL145337;AKOS005746351;CCG-324818;NS-00092;2h-1-benzopyran-2-one,3-benzoyl-6-bromo-;CS-0348360;6-bromo-3-(phenylcarbonyl)-2H-chromen-2-one;Z56828350;F0916-3932

Chemical Property of 3-benzoyl-6-bromo-2H-chromen-2-one

Chemical Property:

• PSA: 47.28000
• LogP: 3.78650
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 327.97351
• Heavy Atom Count: 20
• Complexity: 437

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C2=CC3=C(C=CC(=C3)Br)OC2=O

Technology Process of 3-benzoyl-6-bromo-2H-chromen-2-one

There total 3 articles about 3-benzoyl-6-bromo-2H-chromen-2-one 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%

ethyl 3-oxo-3-phenylpropionate (94-02-0) + 5-bromosalicyclaldehyde (1761-61-1) → 3-benzoyl-6-bromo-2H-chromen-2-one (2199-85-1)

Guidance literature:

With piperidine; In ethanol; Reflux;

DOI:10.3987/COM-20-14300

Reference yield: 78.0%

6-bromo-2H-chromen-2-one (19063-55-9) + iodobenzene (591-50-4) + carbon monoxide (201230-82-2) → 3-benzoyl-6-bromo-2H-chromen-2-one (2199-85-1)

Guidance literature:

With silver(I) acetate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 100 ℃; for 24h; under 760.051 Torr; regioselective reaction; Schlenk technique; Sealed tube;

DOI:10.1055/s-0037-1610675

Reference yield: 52.0%

6-bromo-2H-chromen-2-one (19063-55-9) + phenylglyoxal hydrate (1074-12-0) → 3-benzoyl-6-bromo-2H-chromen-2-one (2199-85-1)

Guidance literature:

With tert.-butylhydroperoxide; In water; acetonitrile; at 120 ℃; for 20h; Sealed tube;

DOI:10.1021/acs.joc.1c02159

upstream raw materials:

ethyl 3-oxo-3-phenylpropionate

5-bromosalicyclaldehyde

6-bromo-2H-chromen-2-one

iodobenzene

Downstream raw materials:

6-bromo-3-(α-hydroxyimino-benzyl)-coumarin

8-bromo-1-(3-chlorophenyl)-3-phenyl-4H-furo[3,4-c]chromen-4-one

8-bromo-1-(2-chlorophenyl)-3-phenyl-4H-furo[3,4-c]chromen-4-one

8-bromo-1,3-diphenyl-4H-furo[3,4-c]chromen-4-one