2352-40-1

Usage

Uses

Used in Organic Synthesis:
(2Z)-2-(Hydroxyimino)-3-oxo-N-phenylbutanamide is used as a building block in organic synthesis for the creation of various organic compounds. Its unique structure allows for versatile chemical reactions, facilitating the synthesis of complex molecules with potential applications in different fields.
Used in Pharmaceutical Research:
In the pharmaceutical industry, (2Z)-2-(Hydroxyimino)-3-oxo-N-phenylbutanamide serves as an intermediate in the development of pharmacological agents. Its reactivity and structural features make it a valuable component in the synthesis of new drugs, potentially leading to the discovery of novel therapeutics for various medical conditions.
Used in Drug Development:
(2Z)-2-(Hydroxyimino)-3-oxo-N-phenylbutanamide is utilized in drug development as a key intermediate for the synthesis of active pharmaceutical ingredients (APIs). Its presence in the molecular structure of these APIs can influence their pharmacokinetic and pharmacodynamic properties, ultimately affecting their efficacy and safety in treating diseases.
Used in Chemical Research:
In the realm of chemical research, (2Z)-2-(Hydroxyimino)-3-oxo-N-phenylbutanamide is employed as a model compound to study various chemical reactions and mechanisms. Understanding its reactivity and interactions with other molecules can provide insights into the development of new synthetic methods and the design of innovative materials.

InChI:InChI=1/C10H10N2O3/c1-7(13)9(12-15)10(14)11-8-5-3-2-4-6-8/h2-6,15H,1H3,(H,11,14)/b12-9-

Upstream product

• 102-01-2 N-phenylacetoacetamide 
• 62-53-3 aniline 
• 7664-93-9 sulfuric acid 

Downstream Products

• 91567-26-9 2-acetylamino-acetoacetic acid anilide 
• 101289-19-4 ethyl 2,4-dimethyl-5-(phenylcarbamoyl)-1H-pyrrole-3-carboxylate 
• 102238-43-7 3,5-dimethyl-N,N'-diphenyl-1H-pyrrole-2,4-dicarboxamide 
• 55464-19-2 2-furan-2-yl-1-hydroxy-5-methyl-3-oxy-1H-imidazole-4-carboxylic acid anilide 
• 21683-56-7 2-Dimethoxy-acetessigsaeureanilid 
• 42056-82-6 3,4-bis(N-phenylcarbamoyl)furoxane 
• 139325-80-7 1-n-Butyl-5-methyl-4-phenylaminocarbonyl-imidazol-3-oxid 
• 1310826-06-2 N-phenyl-1-(adamantan-1-yl)-5-methyl-3-oxido-1H-imidazole-4-carboxamide 
• 139325-79-4 N-phenyl-1,5-dimethyl-3-oxido-1H-imidazole-4-carboxamide 
• 1307308-71-9 methyl (1,5-dimethyl-4-phenylcarbamoyl-1H-imidazol-2-yl)acetate 
• 27904-92-3 N-glycyl>aniline 
• 63920-70-7 1H-tetrazole-5-carboxylic acid anilide 
• 73502-35-9 5-phenyl-[1,2,4]oxadiazole-3-carboxylic acid anilide 
• 220898-58-8 N⁽¹⁾-phenyl-2-amino-2-hydroxyiminoacetamide 

Relevant academic research and scientific papers

Straightforward access to (imidazol-2-yl)acetates by reaction of 2-unsubstituted imidazole 3-oxides with dimethyl acetylenedicarboxylate

A new method for the preparation of 1,4,5-trisubstituted (imidazol-2-yl)acetates, based on the reaction of the corresponding imidazole 3-oxides with dimethyl acetylenedicarboxylate (DMAD) is described. Formation of the products is rationalized by a formal 1,3-dipolar cycloaddition and subsequent oxaloyl cleavage. 1,4,5-Trisubstituted imidazole 3-oxides bearing an electron-withdrawing substituent at C(4), easily react with dimethyl acetylenedicarboxylate (DMAD), yielding the corresponding oxobutanoates, which subsequently, in a one-pot procedure undergo hydrolysis through an "oxaloyl cleavage" mode. New (imidazol-2-yl)acetates were isolated in high yields. Copyright

Synthesis and selected transformations of 3-oxido-1H-imidazole-4- carboxamides

An efficient synthesis of new N-alkyl- and N-aryl-3-oxido-1H-imidazole-4- carboxamides based on exploration of inexpensive, commercially available ethyl acetoacetate, paraformaldehyde and primary amines is described. Representative compounds were tested in selected transformations, such as 'sulfur-transfer reaction' leading to imidazole-2-thiones and isomerization to corresponding imidazol-2-ones. Strong intramolecular hydrogen bonding via the N-oxide function results in the reduced reactivity of 3-oxido-1H-imidazole-4-carboxamides in both reactions. Moreover, the palladium catalyzed C(2)-arylation of imidazole ring as well as azide-alkyne [3+2] cycloaddition using the N-propargyl substituted 4-carboxamide derived from an imidazole 3-oxide as a dipolarophile, were also studied.

Short, efficient syntheses of pyrrole α-amides

We report an inexpensive method for producing a diverse array of pyrrole amides on a large scale and in good yield. The synthetic sequence allows for the preparation of a number of pyrrole amide derivatives in excellent to moderate yields from commercially available compounds. The diketene adduct, in the presence of an amine nucleophile, provides an excellent method for acetoacetylation. For diversity and versatility, a second method utilizing Meldrum's acid was successfully employed for the preparation of additional acetoacetamide derivatives. Using the Knorr pyrrole synthesis, pyrrole amides were readily prepared from the oxime of the acetoacetamides. Copyright Taylor & Francis Group, LLC.