Phthalazine誘導体に関する研究(第2報) : 1-(Methylsulfonyl)-4-phenylphthalazineについて

抄録

1-(Methylsulfonyl)-4-phenylphthalazine (I) is obtained by the oxidation of 1-(methylthio)-4-phenylphthalazine (II) with potassium permanganate. The use of hydrogen peroxide as the oxidation agent gives, not I but 4-phenyl-1 (2H)-phthalazinone (III), which is also obtained on heating I with alkali or acid. Heating of I with sodium methoxide gives 1-methoxy-4-phenylphthalazine (IV), while that of I with aniline gives 1-anilino-4-phenylphthalazine (V). From these results, it is seen that the ring-carbon at 1-position in I is reactive to nucleophilic reagents by the -M effect of the ring-nitrogen and -I effect of the methylsulfonyl group.