I have a compound which has a nitro group as well as a double bond in third position(w.r.t. nitro group). Please suggest a suitable method. Thanks in advance.
Try Fe in AcOH or SnCl2 in EtOH (Tetrahedron Letters,Vol.25,No.8,pp 839-842,1984)
Mr. Kapse,
Try with the method in: B.Koleva, T. Kolev, R. Nikolova, Y. Zagraniarsky, M. Spiteller, Novel organic material with potential NLO application - electronic and spectroscopic properties, Central European Journal of Chemistry, 2008, 6, 592-599
An alkyl or aryl (R-NO2) could be reduced selectively into its respective alkyl or aryl amine (R-NH2) by using ammonium formate HCOONH4 with 10% Pd-C as catalyst & in CH30H as a medium.
Reference: Siya Ram and Richard E. Ehrenkaufer, Tetrahedron Letters, Vol.25,No.32,pp 3415-3418,1984
,
Sodium dithionite is a good, mild choice. Here is a link to a nice org synth prep. http://www.orgsyn.org/demo.aspx?prep=cv3p0069
NO2 beside C=C in EtOH/H2O mixture: Zn/CaCl2 (Y>90%), NaHS, Na2S, Na2S2O4, TiCl3, FeSO4
My group typically finds that either granular tin in HCl or SnCl2 work the best. You want to avoid iron species as a reducing agent if possible as the iron cations generated readily form coordination complexes with the resulting amine and can thus be quite difficult to remove if analytically pure products are desired.
Try Na2S in methanol. Polymer International 11/2009; 59(2):218 - 226
You can reduce NO2 group using LiAlH4 in dry ether or THF , the double bond will remain in tact.
Thank you all for your kind suggestions, still I'm evaluating best method among your suggestions.
Thanks once again.
You can reduce No2 to amino group using LialH4 in dry ether
Pd/C with H2 is a very efficient way, veru easy, and the yields are usually very high
I have used Zn dust with acetic acid in DCM at roomtemp for reducing a phenylnitro to the phenylamine. The reaction can be slow but selective as the conditions are very mild.
you can try Zn dust with acetic acid (catalytic)in EtOH at roomtemp for reducing a phenylnitro to the phenylamine. The reaction could complete with in 1 hour.
What would be the suitable method and reagents for the reduction of aromatic Nitro group in the presence of carbonyl group. Please
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