316174-47-7Relevant academic research and scientific papers
Synthesis and Reactions of 4-(p-Bromophenyl)-4-oxo-2-(4-antipyrinyl)-butanoic Acid and Some Unexpected Products
Sayed, G. H.,Sayed, M. A.,Shaaban, S. S.,Mahmoud, M. R.
, p. 17 - 29 (2007/10/03)
Reaction of antipyrin with 4-oxo-4-(p-bromophenyl)-2-butenoic acid gave the butanoic acid derivative 3. Reaction of 3 with o-phenylenediamine in presence of hydrochloric acid gave the unexpected condensation with dearylation product 4. Reaction of 3 with hydrazines gave the pyridazinone derivatives 5 and 7. Reaction of 5 with phosphoryl chloride gave the unexpected product 6-(p-bromophenyl)-3-chloropyridazine 8. The reactions of 5 with formaldehyde-piperidine, ethyl chloroacetate, acetyl chloride, acrylonitrile and chloroacetic acid gave the N-substituted products. The behaviour of compound 8 toward each of hydrazine hydrate, sodium azide, anthranilic acid, acid hydrazides and sulfa derivatives was also studied. Mechanisms for the reactions have been proposed.
