63467-28-7

Usage

InChI:InChI=1/C12H15N3O4/c1-3-19-12(16)8-9(2)13-14-10-4-6-11(7-5-10)15(17)18/h4-7,14H,3,8H2,1-2H3

Upstream product

• 141-97-9 ethyl acetoacetate 
• 100-16-3 4-nitrophenylhydrazone 
• 94786-81-9 4,4-Dibrom-3-methyl-1-(4-nitro-phenyl)-pyrazolin-5-on 

Downstream Products

• 98360-52-2 ethyl 3,5-dimethyl-1-(4-nitrophenyl)-1,4,4a,5,10,10a-hexahydropyridazino<3,4-b>quinoxaline-4-carboxylate 
• 1095944-23-2 C₁₄H₁₇N₃O₆ 
• 61457-30-5 5-amino-3-methyl-1-(4-nitro-phenyl)-1H-pyrazole-4-carboxylic acid ethyl ester 
• 35496-23-2 5-methyl-2-(4-nitro-phenyl)-1,2-dihydro-pyrazol-3-one 

Relevant academic research and scientific papers

Inter-and intra-molecular cyclisation reactions of azoacetates derived from aryl hydrazones of ethyl acetoacetate and acetoacetanilides

The base induced cyclisations of azoacetates to azetidinones were investigated. In addition to the isolation of the desired products, it was found that 2-iminopyrrolidine-5-one derivatives as well as N-acyl hydrazides could be isolated when metal cyanides were employed as base. These entities were further modified to form pyrrolidine-2,5-diones and diazetidinones respectively. The Japan Institute of Heterocyclic Chemistry.

Ring Opening and Substitution Reactions of 4,4-Dihalo-pyrazolin-5-ones with Nucleophiles

1-Aryl-4,4-dihalo-3-methyl-pyrazolin-5-ones (1a-c) undergo ring opening with alkoxides and form alkyl 3-arylazo-2-halo-2-butenoates (2a-d).Analogous reactions take place with ammonia and amines. 4-Nitro-phenoxide reacts with substitution of both halogens to the 4,4-bis(4-nitro-phenyl)-compound (5).Phenols are selectively ortho-brominated by the title compounds 1a and b.