Welcome to chemicalbook!
Chinese English Japanese Germany Korea
010-86108875
logo
Inquriy
Try our best to find the right business for you.
Messages
Do not miss inquiry messages Please log in to view all inquiry messages.
My chemicalbook

Welcome back!

Structured search
18162-48-6872-50-4Methylene ChloridenaphthaleneTHFTitanium Dioxide
ChemicalBook CAS DataBase List Atovaquone
95233-18-4

Atovaquone synthesis

7synthesis methods
Atovaquone is an antiprotozoal mitochondrial electron transfer inhibitor, antimalarial, antipneumocystis, and is also used in the treatment of toxoplasmosis. The synthetic method is to carry out Friedd-Crafts acylation reaction of cyclohexene with acetyl chloride in the presence of aluminum trichloride to generate orange intermediate and chlorobenzene reaction to obtain 4-(4-chlorophenyl)cyclohexylmethyl ketone. It is oxidized with bromine in aqueous sodium hydroxide solution to give 4-(4-chlorophenyl)cyclohexane-1-carboxylic acid. In the presence of nitric acid, it reacts with 2-chloro-1,4-naphthoquinone, and the resulting product is hydrolyzed in methanol and refluxed with aqueous sodium hydroxide solution to obtain atovaquone.
cis-Atovaquone

137732-39-9
48 suppliers
$145.00/1mg

Atovaquone

95233-18-4
401 suppliers
$19.00/5mg

-

Yield:95233-18-4 85%

Reaction Conditions:

with sulfuric acid at 15 - 16; for 0.333333 h;

Steps:

1
Cis-2-[4-(4-chlorophenyl)cyclohexyl]-3 -hydroxy- 1,4-naphthoquinone (1 g, 2.7 mmol) was stirred in 8 ml concentrated H2SO4 at 15-16°C for 20 minutes. The reaction mixture was slowly poured into 30 g ice and further stirred for 20 minutes. The obtained solid was filtered and washed with water until the pH of the filtrate becomes in the range of 4 to 5. The resulting solid is dried at 50-55°C for 6 hours to yield 0.85 g of trans-2-[4-(4- chlorophenyl)cyclohexyl]-3-hydroxy-l,4-naphthoquinone (85% yield, 95.5 % purity).

References:

CHEMAGIS LTD.;ZHU, Fuqiang;BEKHAZI, Michel WO2010/1378, 2010, A1 Location in patent:Page/Page column 11

FullText

2-(4-(4-Chlorophenyl)cyclohexyl)-3-hydroxy-1,4-naphthoquinone

94015-53-9
4 suppliers
inquiry

Atovaquone

95233-18-4
401 suppliers
$19.00/5mg

References
1,4-Naphthalenedione, 2-chloro-3-[4-(4-chlorophenyl)cyclohexyl]-

129719-64-8
0 suppliers
inquiry

Atovaquone

95233-18-4
401 suppliers
$19.00/5mg

References
2-(4-(4-Chlorophenyl)cyclohexyl)-3-hydroxy-1,4-naphthoquinone

94015-53-9
4 suppliers
inquiry

cis-Atovaquone

137732-39-9
48 suppliers
$145.00/1mg

Atovaquone

95233-18-4
401 suppliers
$19.00/5mg

References
4-(4-Chlorophenyl)cyclohexanecarboxylic acid

95233-37-7
135 suppliers
$8.00/5g

Atovaquone

95233-18-4
401 suppliers
$19.00/5mg

References

Atovaquone Related Search:

Quinocetone Chlorodiphenylmethane Gliquidone 4-Chlorophenyl isocyanate Triphenylmethyl Chloride Quinacridone 2-Quinolinol Cyclohexanone Deschloro Atovaquone