-
Categories
-
Pharmaceutical Intermediates
-
Active Pharmaceutical Ingredients
-
Food Additives
- Industrial Coatings
- Agrochemicals
- Dyes and Pigments
- Surfactant
- Flavors and Fragrances
- Chemical Reagents
- Catalyst and Auxiliary
- Natural Products
- Inorganic Chemistry
-
Organic Chemistry
-
Biochemical Engineering
- Analytical Chemistry
-
Cosmetic Ingredient
- Water Treatment Chemical
-
Pharmaceutical Intermediates
Promotion
ECHEMI Mall
Wholesale
Weekly Price
Exhibition
News
-
Trade Service
Bis[4-(9,9-diMethyl-9,10-dihydroacridine) phenyl]sulfone is an important organic compound that finds use in various industrial applications.
It is an orange-yellow solid that is soluble in organic solvents and is used as a catalyst and photoinitiator in the production of polymers, coatings, and adhesives.
The compound is also used in the production of electronic devices and can be found in applications such as solar cells, light-emitting diodes, and organic field-effect transistors.
The synthesis of Bis[4-(9,9-diMethyl-9,10-dihydroacridine)phenyl]sulfone can be achieved through several different routes, each of which has its own advantages and limitations.
The following are some of the most common methods used to synthesize this compound:
- Direct Carey-Schmidt Condensation
The Carey-Schmidt condensation is a widely used method for the synthesis of Bis[4-(9,9-diMethyl-9,10-dihydroacridine)phenyl]sulfone.
In this method, 4-dimethylaminostyrene is treated with a concentrated solution of hydrogen chloride in dioxane to form the corresponding sulfonated derivative.
The sulfonated derivative is then treated with a solution of potassium hydroxide to form the salt.
This salt is then treated with a solution of 1,4-benzenediazonium chloride in pyridine to form the diazonium salt.
The diazonium salt is then treated with a solution of phenylboronic acid in toluene to form the final compound.
- Indirect Carey-Schmidt Condensation
The indirect Carey-Schmidt condensation is a variation of the direct method that involves the synthesis of 4-dimethylaminostyrene via the Gillman reaction.
In this method, 4-fluorostyrene is treated with sodium hydroxide in water to form the corresponding hydroxy derivative.
This derivative is then treated with 4-dimethylaminopyridine and methyl iodide in the presence of a phase transfer catalyst to form the corresponding amine.
The amine is then treated with a solution of hydrogen chloride in dioxane to form the sulfonated derivative.
The sulfonated derivative is then treated with a solution of 1,4-benzenediazonium chloride in pyridine to form the diazonium salt, which is then treated with a solution of phenylboronic acid in toluene to form the final compound.
- Boronic Acid Coupling
The boronic acid coupling method involves the synthesis of Bis[4-(9,9-diMethyl-9,10-dihydroacridine)phenyl]sulfone via the coupling of 4-dimethylaminostyrene with phenylboronic acid in the presence of a palladium catalyst.
In this method, 4-dimethylaminostyrene is treated with a solution of palladium(II) acetate and triphenylphosphine in toluene to form the corresponding complex.
The complex is then treated with a solution of phenylboronic acid in toluene to form the final compound.
- Direct Coupling
The direct coupling method involves the synthesis of Bis[4-(9,9-diMethyl-9,10-dihydroacridine)phenyl]sulfone via the coupling of 4-dimethylaminostyrene with phenylboronic acid in the absence of a catalyst.
In this method, 4-dimethylaminostyrene is treated with a solution of phenylboronic acid in toluene to form the final compound.
Overall, the synthetic routes to Bis[4-(9,9-
