![](/CAS/GIF/55579-70-9.gif)
5-(2,4-DICHLOROPHENYL)CYCLOHEXANE-1,3-DIONE synthesis
- Product Name:5-(2,4-DICHLOROPHENYL)CYCLOHEXANE-1,3-DIONE
- CAS Number:55579-70-9
- Molecular formula:C12H10Cl2O2
- Molecular Weight:257.11
![3-Buten-2-one, 4-(2,4-dichlorophenyl)-, (3E)-](/CAS/20210305/GIF/66896-92-2.gif)
66896-92-2
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![Diethyl malonate](/CAS/GIF/105-53-3.gif)
105-53-3
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$5.00/25g
![5-(2,4-DICHLOROPHENYL)CYCLOHEXANE-1,3-DIONE](/CAS/GIF/55579-70-9.gif)
55579-70-9
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$92.00/250mg
Yield:-
Reaction Conditions:
with sodium hydroxide;sodium in ethanol;sulfuric acid;
Steps:
4 Preparation of 7-Chloro-3-(2,4-dichlorophenyl)-1-[[3-(dimethylamino)propyl]imino]-1,3,4,10-tetrahydro9(2H)-acridinone.
To a solution of 2.3 g of sodium in 200 ml of ethanol is added 15.7 g of diethylmalonate followed by a suspension of 20 g of 1-(2,4-dichlorophenyl)-1-butene-3-one in 100 ml ethanol. The mixture is heated under reflux for 2 hrs and then concentrated to dryness in vacuo. The solid is partitioned between 200 ml water and 200 ml ether. The ether layer is discarded and 20 ml 50% NaOH is added to the aqueous layer which is heated under reflux for 2 hrs. The mixture is filtered and the filtrate is made strongly acidic pH <2 with concentrated sulfuric acid. The mixture is heated on a steam bath for 2 hrs. The resulting solid is collected, pulverized and suspended in 500 ml of 10N sulfuric acid and heated on a steam bath for 2 hrs and cooled to 0° C. The solid is collected, washed with water and recrystallized from a mixture of dimethylformamide and ethyl acetate. Drying in vacuo at 80° C. for 6 hrs gives 5-(2,4-dichlorophenyl)cyclohexane-1,3dione; mp 192°-196° C.
References:
US4291034,1981,A
![2,4-Dichlorobenzaldehyde](/CAS/GIF/874-42-0.gif)
874-42-0
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![5-(2,4-DICHLOROPHENYL)CYCLOHEXANE-1,3-DIONE](/CAS/GIF/55579-70-9.gif)
55579-70-9
31 suppliers
$92.00/250mg