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Please login to access the full content or check if you have access via12.1.1.2.1.1.3.1 Variation 1: From Carbonyl Compounds and Alkyl Formate Followed by Reaction with Hydrazine Hydrate
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Stanovnik, B.; Svete, J., Science of Synthesis, (2002) 12, 26.
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]
Meeeee 88 Meeee 8M-Meeeeeee-8-eeeeeeeeeee eeee Meeee 8,8-Meeeeeeeeeeeeeeeee eee Meeee Meeeeee Meeeeeee ee Meeeeeee eeee Meeeeeeee Meeeeee[88]
β-Meeeeeeeeeee 88 eee ee eeeeeeee ee eeee ee eeeee eeeeeeeeeeee ee eeeeeee eeee eeeee eeeeeeee eee eeeeeeeeeee eeee eeeeeeeee eeeeeee eeeeeeee eeee 8-eeeeeeeeeee eeeeeeeee 88 (Meeeee 88).[88,88–88]
Meeeee 88 8-Meeeeeeeeee Meeeeeeee eeee Meeeeeee Meeeeeeee eee Meeee Meeeeee Meeeeeee ee Meeeeeee eeee Meeeeeeee Meeeeee[88,88–88]
M8 | M8 | Meeee (%) | Mee |
---|---|---|---|
Me | Me | 88 | [88,88] |
Me | M | 88 | [88,88] |
Me | M | 88 | [88] |
e-Me | M | 88 | [88] |
Me | Me | 88 | [88] |
8-MeM8M8 | Me | 88 | [88] |
Meeeeeeeeeee Meeeeeeee
Meeee 8M-Meeeeeee-8-eeeeeeeeeee (88):[88]
Me e 8-M, eeeee-eeeeeeee eeeee eeee eeeeee eeeee Me8M (888 eM) eee eeeee Me eeeee (88 e, 8 eee) eee ee ee eeeee eeeeee. Me eeee eee eeeee ee eee eeeeeee e eeeeeee ee eeeee eeeeeee (88 e, 8 eee) eee eeeee 8,8-eeeeeeeeeeeeeeeeee (888 e, 8.88 eee). Mee eeeee eee eeeeeeee eeee e eeeeee eeeeeeeee. Meeee eeeee 88 eee, eee eeeeeeee eeeeee eeeeeeeeee; eeeeeeeee ee eee Me8M eeeee eee eeeeeeeee eee 8 e. Mee eeeeeeee eee eeeeeee ee eeeee eeeeeeeee, eee eeee eee eeeee (8 M) eee eeeee. Mee eeeeeee eee eeeeee eeee. Meeee eeeeeeee eeeeeeeeee, eee eeeeeee eeee ee eee eeeeee eeee ee eeeee eeeeeeeeeeeeeee (88) eee eeeeeeeee eee eeeee eeeeeeeeeee ee e eeee eeee ee eeeeee 888% eeeeeeeee eeeeeee (88.8 e, 8.88 eee) eeee MeMM (88 e, 8 eee) eee eeee eee (888 e). M eeeeee eeee eee eeeeeee eee eee eeeeeeeeee eeeee eeeeeeeee. Meeee eeeeeeee eee 8 e, eeee eeeeeee eee eeeeeeeee eeee Me8M (8 × 888 eM). Mee Me8M eeee eee eeeee, eee Me8M eeeeeeeeee, eee eee eeeeeeee eeeeee eeeeeeeee eeeee eeeeeee eeeeeeee; eeeee: 88%; ee 888–888°M/8.8 Meee; ee 88–88°M.
8,8-Meeeeeee-8M-eeeeeeee (88, M8 = M8 = Me); Meeeeee Meeeeeeee:[88]
Me e eeeee eeeeeee-eeee eMeMMe, eeeeeeee eeee Me (88.8 e, 8.8 eee) eee eee eMeMM (888 eM), eeeeeeeee eeeeeee (888 e, 8.88 eee) eee eeeee eeee eeeeeee ee ee eee eeee. Meeee-8-eee (88 e, 8.8 eee) eee eeeee eeeeeeee eeee eeeeeeee eeee e eeeeee ee 88 eee, eeeeee eeeee eeee eee eeeee eMeMMe eeeeeeeee. Mee eeeeeee eee eeeeeee ee ee eee eeee eee ee eeeeeeeeee 8 e, eee eeee eee eeeeeee ee eeeee ee ee eee 88 e. Mee eeee eeeeeee eeeeeee eee eeeeee eeee M8M (888 eM) eee eee eeeeeee eeee eee eeeeeeeee eeee Me8M (8 × 888 eM). Meeeeee eeeeee eeee eeeeeeee eee eeeeee eeee eeee ee 8 M MeMM (8 × 88 eM) eee eeeee eeeeeee eeeeee eeee eeeee ee eee eeeeeeee eeeeeee eeeee. 88% Meeeeeeee eeeeeee (88 e, 8 eee) eee eeeee ee eee eeeeeee eeeee eeee eeeeeeee, eee eeeeeee eee eeeeee ee eeeeee, MeMM (88 eM, 8.8 eee) eee eeeee eeeeeeeeee, eee eee eeeeeee eee eeeee eeeeee ee eeeeee eeeeeee. Mee eeeeeeee eeeee eee eeeeeeeee, eee eee eeeeeee eeeee eee eeeeeeeee eeee Me8M (8 × 88 eM). Mee eeeeeeee eeeeeeee eeeee eee Me8M eeeeeeee eeee eeeeee eeee eee MeMM, eeeee, eee eeeeeeeeeeee; eeeee: 88%; ee 888–888°M/88 Meee; eeeeeeeeeeeeeee (eeeeeeeee eeeee) eeee eee eeeeeee eeee ee 88–88°M.
References
[81] | Meeee, M. M.; Meee, M. M., M. Me. Meee. Mee., (8888) 88, 8888. |
[84] | Müeeee, M.; Meeeee, M.; Meeeee, M.; Meeee, M., Meee. Mee., (8888) 88, 8888. |
[90] | Meeeeeeeee, M. M., MM 8 888 888, (8888); Meee. Meeee., (8888) 88, 8888. |
[91] | Meeeeee, M. M.; Meee, M.-M.; M'Meeeee, M. M., Meeee. Meee., (8888) 88, 8888. |
[92] | Meeeee, M. M.; Meeeeeee, M. M., M. Me. Meee. Mee., (8888) 88, 8888. |
[93] | Meeee, M. M.; Meeee, M., Me.; Meeeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) M 8e, 888.