49660-57-3

Basic information

• Product Name: 6-Bromo-2,3-dihydro-4H-chromen-4-one
• Synonyms: BUTTPARK 35\07-34;4H-1-BENZOPYRAN-4-ONE, 6-BROMO-2,3-DIHYDRO-;6-BROMOCHROMANONE;6-BROMOCHROMAN-4-ONE;6-BROMO-2,3-DIHYDRO-4H-CHROMEN-4-ONE;AKOS BBS-00006811;6-Bromo-4-chromanone;6-Bromochromanone (6-Bromochroman-4-one)
• CAS NO: 49660-57-3
• Molecular Formula: C₉H₇BrO₂
• Molecular Weight: 227.05
• EINECS: 1312995-182-4
• Mol File: 49660-57-3.mol
• Article Data: 15

Chemical Properties

• Melting Point: 77-83°C
• Boiling Point: 336.6 °C at 760 mmHg
• Flash Point: 157.4 °C
• Appearance: /
• Density: 1.621 g/cm³
• Vapor Pressure: 0.000111mmHg at 25°C
• Refractive Index: 1.599
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 6-Bromo-2,3-dihydro-4H-chromen-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Bromo-2,3-dihydro-4H-chromen-4-one(49660-57-3)
• EPA Substance Registry System: 6-Bromo-2,3-dihydro-4H-chromen-4-one(49660-57-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 49660-57-3(Hazardous Substances Data)

Usage

Chemical Properties

Pale yellow crystalline solid

InChI:InChI=1/C9H7BrO2/c10-6-1-2-9-7(5-6)8(11)3-4-12-9/h1-2,5H,3-4H2

Upstream product

• 106-41-2 4-bromo-phenol 
• 32019-08-2 (+/-)-2-(4-bromophenoxy)propanoic acid 
• 292638-85-8 acrylic acid methyl ester 
• 7664-93-9 sulfuric acid 
• 51483-92-2 6-bromo-1-benzopyran-4(4H)-one 
• 92-69-3 4-Phenylphenol 
• 107-13-1 acrylonitrile 
• 3055-86-5 3-phenoxypropionitrile 
• 108-95-2 phenol 
• 118449-57-3 3-(4-bromophenoxy)propionitrile 
• 491-37-2 2,3-dihydro-4H-1-benzopyran-4-one 
• 93670-18-9 3-(4-bromophenyloxy)-propionic acid 

Downstream Products

• 5755-05-5 7-bromo-3,4-dihydrobenzo[f][1,4]oxazepin-5(2H)-one 
• 93670-10-1 5-bromo-2,3-dihydrobenzofuran-3-carboxylic acid 
• 18385-77-8 6-bromo chroman-4-ol 
• 1430092-39-9 C₁₆H₁₂F₃NO₃ 
• 1567214-75-8 (2S)-methyl 2-(7-(4-allylchroman-6-yl)-2-(2‘-(allyloxy)-[1,1‘-biphenyl]-3-yl)-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-(tert-butoxy)acetate 
• 1567214-72-5 (2S)-methyl 2-(7-(4-allylchroman-6-yl)-2-(2‘-hydroxy-[1,1‘-biphenyl]-3-yl)-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-(tert-butoxy)acetate 
• 1567214-64-5 (2S)-methyl 2-(7-(4-allylchroman-6-yl)-2-(2‘-(but-3-en-1-yl)-[1,1‘-biphenyl]-3-yl)-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-(tert-butoxy)acetate 
• 1567214-60-1 (2S)-methyl 2-(7-(4-allylchroman-6-yl)-2-(3-bromophenyl)-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-(tert-butoxy)acetate 
• 1584546-71-3 (E)-3-(3,5-dimethoxylbenzylidene)-6-bromo-chroman-4-one 
• 1584546-70-2 (E)-3-(3-methoxyl-4-hydroxy-benzylidene)-6-bromochroman-4-one 
• 1388226-32-1 (E)-3-(3-methoxylbenzylidene)-6-bromo-chroman-4-one 
• 1061402-29-6 (E)-3-(3,4-dimethoxylbenzylidene)-6-bromo-chroman-4-one 
• 1584546-66-6 (E)-3-(3-bromo-4-dimethylamino-benzylidene)-6-bromochroman-4-one 
• 1061541-01-2 (E)-3-(4-bromobenzylidene)-6-bromo-chroman-4-one 

Relevant articles and documents

Acid activated montmorillonite K-10 mediated intramolecular acylation: Simple and convenient synthesis of 4-chromanones

3-Aryloxyproionic acids undergo intramolecular cyclization in the presence of AA.Mont.K-10 in toluene under reflux for 30–45 min in good to excellent yields. Phenyl ring bearing various substituents at the ortho, meta, para positions undergo this cyclization reaction. This method involves simple work up and amenable for large scale preparations. The heterogeneous acid treated catalyst can be regenerated and used for up to three cycles with minimum loss of activity.

Synthesis and anti-inflammatory activity of 2-oxo-2H-chromenyl and 2H-chromenyl-5-oxo-2,5-dihydrofuran-3-carboxylates

Cycloaddition reaction of 4-chloro-2-oxo-2H-chromene-3-carbaldehydes (3a-g) and 4-chloro-2H-chromene-3-carbaldehydes (7a-h) with activated alkynes (4a-b) provided the 2-oxo-2H-chromenyl-5-oxo-2,5-dihydrofuran-3-carboxylates (5a-n) and 2H-chromenyl-5-oxo-2,5-dihydrofuran-3-carboxylates (8a-p). All the prepared compounds were screened for anti-inflammatory activity. In vitro anti-inflammatory activity data demonstrated that the compounds 5g, 5i, 5k-l and 8f are effective among the tested compounds against TNF-α (1.108 ± 0.002, 0.423 ± 0.022, 0.047 ± 0.001, 0.070 ± 0.002 and 0.142 ± 0.001 μM) in comparison with standard compound Prednisolone (0.033 ± 0.002 μM). Based on in vitro results, three compounds (5i, 5k and 8f) have been selected for in vivo experiments and these compounds are identified as better compounds with respect to anti-inflammatory activity in LPS induced mice model. Compound 5i was identified as potent and showed significant reduction in TNF-α and IL-6.

A new method for the synthesis of six bromine four hydrogen colors chromone (by machine translation)

The invention discloses a method for synthesizing six bromine four hydrogen colors recombination, is in the reaction solvent, to phenol and acrylonitrile reaction raw material, under the action of the organic drugs, six bromine four hydrogen colors recombination reaction. The invention mild reaction conditions, cheap raw material, the value of the product is very high. This invention synthetic six bromine four hydrogen colors recombination has very high medicinal value, conducive to diabetes, obesity, disorders of the nervous system in the fields of research and development of new drugs, has extensive use and application market. (by machine translation)