NITROFEN synthesis
- Product Name:NITROFEN
- CAS Number:1836-75-5
- Molecular formula:C12H7Cl2NO3
- Molecular Weight:284.09
350-46-9
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120-83-2
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1836-75-5
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$28.00/100mg
Yield:1836-75-5 68%
Reaction Conditions:
Stage #1: 2,4-dichlorophenolwith sodium hydride in N,N-dimethyl-formamide;mineral oil at 20; for 1 h;
Stage #2: 4-Fluoronitrobenzene in N,N-dimethyl-formamide;mineral oil at 20 - 50; for 13 h;
Steps:
Synthesis of compounds (2a-d)
General procedure: 0.69 g (17.3 mmol) of 60% NaH dispersion in mineral oil was washed with hexane and suspended in 20 ml DMF. The solution of corresponding phenol (12.9 mmol) in DMF (20 ml) was then added dropwise. After stirring for 1h at room temperature the solution of 4-nitrobenzene (1.5g, 10.3 mmol) in DMF (4 ml) was added. After further stirring for 1h at room temperature the mixture was heated for 12h at 50 °C. After reaction was complete the reaction mixture was saturated by the solution of NH4Cl. The mixture was extracted with diethyl ether. The organic layer was washed with 0.2 M solution of NaOH until bleaching of the water layer and then washed by 1 M solution of HCl and brine.The organic layer was dried over anhydrous MgSO4. The resulting solution was concentrated in vacuo and purified using column chromatography with hexane-ethyl acetate (5:1) as the eluent to give compounds 2a-d with the following characteristics:
References:
Antipin, Roman L.;Beshnova, Daria A.;Petrov, Rostislav A.;Shiryaeva, Anna S.;Andreeva, Irina P.;Grigorenko, Vitaly G.;Rubtsova, Maya Yu.;Majouga, Alexander G.;Lamzin, Victor S.;Egorov, Alexey M. [Bioorganic and Medicinal Chemistry Letters,2017,vol. 27,# 7,p. 1588 - 1592] Location in patent:supporting information
100-00-5
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120-83-2
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$12.90/100g
1836-75-5
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$28.00/100mg
100-23-2
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1836-75-5
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$28.00/100mg
42576-02-3
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$78.59/50mg
1836-75-5
131 suppliers
$28.00/100mg
120-83-2
387 suppliers
$12.90/100g