Coupling of dimedone with the diazonium salt of 4-aminoantipyrine afforded 2,3-dimethyl-4-[2-（5,5-dimethyl- 2,6-dioxocyclohex-2-ylidend）-hydrazino]-5-oxo-1-phenylpyrazoline （3）. Reaction of 3 with excess phenylhyd...Coupling of dimedone with the diazonium salt of 4-aminoantipyrine afforded 2,3-dimethyl-4-[2-（5,5-dimethyl- 2,6-dioxocyclohex-2-ylidend）-hydrazino]-5-oxo-1-phenylpyrazoline （3）. Reaction of 3 with excess phenylhydrazine gave the mixed trishydrazone derivative 4. Treatment of 3 with hydroxylamine produced the bisoxime 5 which upon dehydrative cyclization with acetic anhydride gave the corrsponding tetrahydrobenzo[d][1,2,3]triazole derivative 7. A one-pot synthesis of 7 was done by reacting 3 with hydroxylamine hydrochloride in pyridine, followed by heatment with acetic anhydride.展开更多
文摘Coupling of dimedone with the diazonium salt of 4-aminoantipyrine afforded 2,3-dimethyl-4-[2-（5,5-dimethyl- 2,6-dioxocyclohex-2-ylidend）-hydrazino]-5-oxo-1-phenylpyrazoline （3）. Reaction of 3 with excess phenylhydrazine gave the mixed trishydrazone derivative 4. Treatment of 3 with hydroxylamine produced the bisoxime 5 which upon dehydrative cyclization with acetic anhydride gave the corrsponding tetrahydrobenzo[d][1,2,3]triazole derivative 7. A one-pot synthesis of 7 was done by reacting 3 with hydroxylamine hydrochloride in pyridine, followed by heatment with acetic anhydride.
