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Communication | Regular issue | Vol 2, No. 4, 1974, pp.445-450
Published online, 1st January, 1970
DOI: 10.3987/R-1974-04-0445
Reaction of N-Arylhydroxylamines with Ethyl Acetoacetate

Seitaro Saeki, Mitsuo Hayashida, Takayuki Sukamoto, and Masatomo Hamana*

*Faculty of Pharmaceutical Sciences, Kyushu University, 3-1-1 Maidashi, Higashi-ku, Fukuoka 812-8582, Japan


Reaction of N-p-tolylhydroxylamine (Ia) with ethyl acetoacetate (II) at room temperature for 30 days or in boiling ether for 5 h affords 2,5-dimethyl-3-ethoxycarbonylindole (IIIa), N-p-tolyl-2,4-dimethyl-3,5-diethoxycarbonylpyrrole (IVa) and azoxy-p-touene (Va). Some other N-arylhydroxylamines also undergo similar reaction.