Phthalic thioanhydride (PTA) was allowed to react with aliphatic amines in ether at room temperature to give 1:2 adducts in good yields(Ta1e 1). Upon heating the 1:2 adduct above its fusion point, phthalic acid diamide was produced with evolution of hydrogen sulfide, The 1:2 adduct was decomposed by acid to produce PTA. ln the case of the reaction of PTA with aromatic amines, such an adduct was not formed. The reaction with aniline did not give an adduct but N-phenyl phthalimide.
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