L. Fang
2009
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Journal
Chinese Journal of Synthetic Chemistry
Abstract
3-Nitro-2-amnio-benzoic acid in total yield of 19% was synthesized from phthalic anhydride by a four-step reaction of nitration,dehydration,amidation and Hofmann rearrangement.The structure was confirmed by 1H NMR,IR and elemental analysis.The effect of reaction conditions(amidation and Hofmann rearrangement) on the yield were investigated.The yield of amidation was85%~91% at 50 ℃~60 ℃ for 5 h~6 h with n(urea) ∶n(3-nitro-phthalic anhydride)=2.0 ∶1.0.The yield of Hofmann rearrangement was 94% at 60 ℃ for 3 h with n(NaClO) ∶n(3-nitro-3-formamido-benzoic acid)=1.2 ∶1.0.