2199-91-9

Usage

Uses

Used in Pharmaceutical Industry:
3-Acetyl-6,8-dichloro-2H-chromen-2-one is used as a pharmaceutical compound for its anti-inflammatory properties, which can help in reducing inflammation and pain in various conditions. Its anticoagulant properties also make it a potential candidate for the development of blood-thinning medications, which can be beneficial in preventing blood clots and related health issues.
Used in Antimicrobial Applications:
In the field of microbiology, 3-Acetyl-6,8-dichloro-2H-chromen-2-one is used as an antimicrobial agent, particularly against a range of bacteria and other microorganisms. Its ability to inhibit microbial growth can be harnessed in the development of new antibiotics or as a component in disinfectants and sanitizers.
Used in Research and Development:
3-Acetyl-6,8-dichloro-2H-chromen-2-one is used as a research compound in academic and industrial laboratories. Its diverse biological activities and unique chemical structure make it an interesting subject for studies aimed at understanding its mechanisms of action, potential applications, and the development of new derivatives with improved properties.
Used in Chemical Synthesis:
In the chemical industry, 3-Acetyl-6,8-dichloro-2H-chromen-2-one can be used as a starting material or intermediate in the synthesis of more complex molecules, such as other coumarin derivatives or related compounds with potential applications in various fields, including pharmaceuticals, agrochemicals, and materials science.

InChI:InChI=1/C11H6Cl2O3/c1-5(14)8-3-6-2-7(12)4-9(13)10(6)16-11(8)15/h2-4H,1H3

Upstream product

• 141-97-9 ethyl acetoacetate 
• 90-60-8 3,5-dichlorosalicyclaldehyde 
• 105-45-3 acetoacetic acid methyl ester 

Downstream Products

• 172369-39-0 3-(triphenylphosphazoacetyl)-6,8-dichlorocoumarin 
• 1215211-07-6 C₂₆H₁₈Cl₂N₄O₃ 
• 1260653-63-1 C₂₅H₁₅Cl₂FN₄O₂ 
• 1375188-12-7 3-(6,8-dichloro-2-oxo-2H-chromen-3-yl)-1-phenyl-1H-pyrazole-4-carbaldehyde 
• 1375188-27-4 5-((3-(6,8-dichloro-2-oxo-2H-chromene-3-yl)-1-phenyl-1H-pyrazol-4-yl)methylene)pyrimidine-2,4,6(1H,3H,5H)-trione 
• 1375188-19-4 5-((3-(6,8-dichloro-2-oxo-2H-chromene-3-yl)-1-phenyl-1H-pyrazol-4-yl)methylene)dihydrothioxopyrimidine-4,6(1H,5H)-dione 
• 1365411-59-1 C₂₅H₁₅Cl₃N₄O₂ 

Relevant academic research and scientific papers

A facile one pot multi component synthesis of alkyl 4-oxo-coumarinyl ethylidene hydrazono-thiazolidin-5-ylidene acetates and their antiviral activity

An efficient one-pot synthesis of alkyl 4-oxo-coumarinyl ethylidene hydrazono-thiazolidin-5-ylidene acetate derivatives has successfully been achieved via a three component cyclization reaction of various substituted 3-acetyl coumarins, thiosemicarbazide and dialkyl acetylenedicarboxylates, in presence of acetic acid. The isolated products were obtained in pure form with high yields through simple workup. The newly synthesised compounds structure was established on the basis of spectral (IR, 1H NMR, 13C NMR, ESI- mass) elemental analysis and single crystal X-ray data. All synthesised compounds were screened for their antiviral activity against a broad spectrum of human viruses in different cell cultures. Of the novel synthesised compounds, thirteen compounds exerted activity against Punta Toro virus, including compound IV-19, for which an antiviral potency was noted against a broad panel of DNA and RNA viruses as well.

Regioselective hydrodehalogenation of aromatic α-and β-halo carbonyl compounds by cui in isopropanol

An operationally efficient and regioselective hydrodehalogenation methodology of aromatic α-and β-halo carbonyl compounds has been developed using CuI in isopropanol at 90 °C under basic condition. The catalytic system effectively dehalogenates chloride, bromide, and iodide groups and af-forded high yield (up to 97 %) as carbonyl compounds. The methodology is environmentally friendly and demonstrates excellent tolerance to a broad range of electronically rich and poor substituents.

PhI(OAc)2 mediated an efficient Knoevenagel reaction and their synthetic application for coumarin derivatives

A phenyliododiacetate (PhI(OAc)2) mediated an efficient and novel protocol for the Knoevenagel reaction has been successfully accomplished. A base free, simple and straightforward method afforded wide substrate scope and good functional group tolerance, having high yields (80–92%) under environmentally benign and mild reaction conditions.

Copper(I)-promoted cycloalkylation-peroxidation of unactivated alkenes via sp3 C-H functionalisation

A copper(i)-promoted cycloalkylation-peroxidation strategy has been developed via a three-component reaction involving cycloalkanes, tert-butyl hydroperoxide (TBHP) and internal conjugated alkenes possessing electron-withdrawing groups (EWGs). This process installs C-O and C-C bonds via sp3 C-H functionalisation with concomitant generation of two stereocentres. This regioselective radical addition of coumarin system is opposite to that of styrene.

An approach to the synthesis of 2-Acylchromeno[3,4- c ]pyrrol-4(2 H)-one derivatives via a sequential three-component reaction

An efficient synthesis of 2-acylchromeno[3,4-c]pyrrol-4(2H)-one derivatives by a three-component reaction of salicylaldehydes, β-keto esters, and p-toluenesulfonylmethyl isocyanide is reported. Georg Thieme Verlag Stuttgart, New York.

Thermal [4 + 2] cycloadditions of 3-acetyl-, 3-carbamoyl-, and 3-ethoxycarbonyl-coumarins with 2,3-dimethyl-1,3-butadiene under solventless conditions: A structural study

The thermal [4+2] cycloadditions of 3-acetyl-, 3-carbamoyl, and 3-ethoxycarbonylcoumarins with 2,3-dimethyl-1,3-butadiene under solvent free conditions are reported, as well as the epoxidation reactions of some adducts. Discussion is focused on the struct