94015-53-9

Basic information

• Product Name: 2-(4-(4-Chlorophenyl)cyclohexyl)-3-hydroxy-1,4-naphthoquinone
• Synonyms: 2-(4-(4-Chlorophenyl)cyclohexyl)-3-hydroxy-1,4-naphthoquinone
• CAS NO: 94015-53-9
• Molecular Formula: C₂₂H₁₉ClO₃
• Molecular Weight: 366.83746
• Mol File: 94015-53-9.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 542.2°Cat760mmHg
• Flash Point: 281.7°C
• Appearance: /
• Density: 1.349g/cm³
• CAS DataBase Reference: 2-(4-(4-Chlorophenyl)cyclohexyl)-3-hydroxy-1,4-naphthoquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-(4-Chlorophenyl)cyclohexyl)-3-hydroxy-1,4-naphthoquinone(94015-53-9)
• EPA Substance Registry System: 2-(4-(4-Chlorophenyl)cyclohexyl)-3-hydroxy-1,4-naphthoquinone(94015-53-9)

Safety Data

• Hazardous Substances Data: 94015-53-9(Hazardous Substances Data)

Upstream product

• 7473-18-9 2-ethoxy-1,4-naphthoquinone 
• 95233-37-7 trans-4-(p-chlorophenyl)cyclohexane carboxylic acid 
• 1409957-21-6 cis/trans-1a-(4-(4-chlorophenyl)cyclohexyl)naphtho[2,3-b]oxyrene-2,7(1aH,7aH)-dione 
• 83-72-7 2-hydroxynaphtho-1,4-quinone 
• 1346600-43-8 trans-4-(4-chlorophenyl)cyclohexyl-1-carboxylic acid 
• 130-15-4 [1,4]naphthoquinone 
• 1203556-33-5 2-[4-(4-chlorophenyl)cyclohexyl]-3-(2-pyridin-2-ylthio)-naphthalene-1,4-dione 
• 129719-64-8 2-[4-(4-chlorophenyl)-cyclohexyl]-3-chloro-1,4-naphthoquinone 

Downstream Products

• 95233-18-4 atovaquone 
• 137732-39-9 cis-2-[4-(4-chlorophenyl)cyclohexyl]-3-hydroxy-1,4-naphthalenedione 

Relevant articles and documents

Atovaquone synthesis technology

The invention discloses an atovaquone synthesis technology. The atovaquone synthesis technology comprises that in the presence of a silver nitrate catalyst, 2-ethoxy-1, 4-naphthoquinone and 4-(4-chlorophenyl)cyclohexyl-1-formic acid as raw materials are dissolved in an acetonitrile solvent, then the solution is added into a reactor and is heated along with stirring until reflux so that the reaction system undergoes a reaction, wherein in reflux, an ammonium persulfate aqueous solution is dropwisely added into the reaction system and the mole amount of the ammonium persulfate is 3-5 times that of 2-ethoxy-1, 4-naphthoquinone, after the reaction, the product is cooled and forms crystals, the crystals are filtered and are dissolved through trichloromethane, the solution is filtered, the filtrate is collected and is subjected to reduced pressure distillation so that trichloromethane is removed, and the solution is subjected to acetonitrile recrystallization so that atovaquone yellow acicular crystals are obtained. The atovaquone synthesis technology only needs one step, saves a synthesis cost, has a high yield and can produce high-purity atovaquone.

A PROCESS FOR PREPARING ATOVAQUONE AND ASSOCIATE INTERMEDIATES

The invention provides novel intermediates of atovaquone and use thereof for the preparation of atovaquone

NEW PROCESS FOR PREPARATION OF ATOVAQUONE AND NOVEL INTERMEDIATES THEREOF

Disclosed herein is a novel process for preparation of atovaquone. The process includes reacting 1,4-naphthoquinone with trans-4-(4-chlorophenyl) cyclohexane carboxylic acid followed by halogenation to obtain a dihalo-compound. Further, dehydrohalogenatio