Malonic esters reaction with hydrazines

Alkylphthalimides, preparation, 676 reaction with hydrazine, 676 Alkyl sulfates, alkylation, of acetylenes by, 80 of alcohols by, 228 of amines by, 667-669 of 6-keto esters by, 347 of ketones by, 339 of malonic esters by, 489 of nitriles by, 600... 

Solid-phase synthesis of substituted pyrazolones 550 from polymer-bound /3-keto esters 549 has been described (Scheme 68) <2001EJ01631>. Trisubstituted pyrazole carboxylic acids were prepared by reaction of polymer-bound arylidene- or alkylidene-/3-oxo esters with phenylhydrazines <1999S1961>. 2-(Pyrazol-l-yl)pyrimi-dine derivatives were prepared by cyclocondensation of ethyl acetoacetate and (6-methyl-4-oxo-3,4-dihydropyrimi-din-2-yl)hydrazine with aromatic aldehydes <2004RJC423>. Reactions of acylated diethyl malonates with hydrazine monohydrochloride in ethanol afforded 3,4-disubstituted-pyrazolin-5-ones <2002T3639>. Reactions of hydrazines with A -acetoacetyl derivatives of (45 )-4-benzyloxazolidin-2-one (Evans oxazolidinone) and (2R)-bornane-10,2-sultam (Oppolzer sultam) in very acidic media gave pyrazoles retaining the 3(5)-chiral moiety <1999S157>. 

The reaction of a malonic ester or chloride with hydrazines gives 3,5-pyrazolidinediones (eq. 5).188,222,248,252.1234... 

A broad spectrum of hydrogen-containing nucleophiles react with both aromatic and aliphatic isocyanates compounds containing OH groups (H20, alcohols, phenols, oximes, acids), SH groups (H2S, mercaptans), NH groups (NH3, amines, hydrazines, amides, ureas, urethanes), enolizable compounds such as malonic and aceto acetic esters, etc. Some reactions are given in Table 2.5. 

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