Organic Chemistry International

Research Article

Melamine Nitrate: A Novel and Efficient Reagent for Regioselective Nitration of Phenols

Table 2

Nitration of phenolic compounds with MN.
EntrySubstrateaProductbTime (h)Tempc (°C)Yieldd (%)Mp (lit)e (°C)
1753142.tab.003a753142.tab.003b0.5rt9044~45 (44~45)
2753142.tab.003c753142.tab.003d1.5Rt9679~80 (79~80)
3753142.tab.003e753142.tab.003f2rt9732~33 (34~36)
4753142.tab.003g753142.tab.003h1.5rt9566~67 (66)
5753142.tab.003i753142.tab.003j3rt8982~83 (84)
6753142.tab.003k753142.tab.003l24rtNo124~125 (125~127)
0.5ref88
7753142.tab.003m753142.tab.003n2rt93101~102 (104~106)
8753142.tab.003o753142.tab.003p24rtNo172~173 (171)
0.25ref83
9753142.tab.003q753142.tab.003r24rtNo113~114 (116)
0.05ref90
aFor compounds resorcinol, phloroglucinol, 2-hydroxybenzaldehyde, 4-hydroxy benzaldehyde, methyl 2-hydroxybenzoate, 4-hydroxybenzoic acid, their results were not listed in this table because they could not be nitrated with MN.
bAll the products were characterized by 1H NMR, MS and IR (see supplementary material available on line at doi: 10.1155/2011/753142).
cref means reflux.
dIsolated yields after silica gel chromatography.
eDictionary of Organic Compounds.