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12.1.1.2.1.1.3.1 Variation 1: From Carbonyl Compounds and Alkyl Formate Followed by Reaction with Hydrazine Hydrate

DOI: 10.1055/sos-SD-012-00002

Stanovnik, B.; Svete, J.Science of Synthesis, (20021226.

Alternatively, 4-substituted pyrazoles can be prepared from in situ formed substituted malonaldehydes. For example, ethyl 1H-pyrazole-4-carboxylate (11) is prepared in one-pot procedure by formylation of ethyl 3,3-diethoxypropanoate followed by treatment with hydrazine hydrate (Scheme 12).[‌81‌]

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M8 M8 Meeee (%) Mee
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Me M 88 [‌88‌,‌88‌]
Me M 88 [‌88‌]
e-Me M 88 [‌88‌]
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Meeeeeeeeeee Meeeeeeee

Meeee 8M-Meeeeeee-8-eeeeeeeeeee (88):[‌88‌]

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8,8-Meeeeeee-8M-eeeeeeee (88, M8=M8=Me); Meeeeee Meeeeeeee:[‌88‌]

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