116247-46-2Relevant academic research and scientific papers
Reactivity of Z- and E-isomers of 2-benzamido-3-phenylacrylohydrazide towards some carbon electrophiles. A comparative study
Abou-Elregal, Mohsen K.,Youssef, Ahmed S. A.,Hemdan, Magdy M.,Samir, Sandy S.
, p. 2369 - 2378 (2019)
Z- and E-isomers of 2-benzamido-3-phenylacrylohydrazide 2a, 2b have different relative reactivities towards some carbon electrophiles had been discussed.The Z-isomer underwent cyclization to give imidazole derivative 3 and triazine derivative 4, whereas the latter E-isomer does not undergo such cyclization. The reaction of 2a and/or 2b with 1,2-dibenzylidene hydrazine at different reaction conditions afforded the Schiff bases 6, 8 and the triazolidine derivative 9. Reactions of 2a, 2b with formic acid and phthalic anhydride gave the different cyclization products 10–14, respectively. The structures of all the new synthesized compounds were established from their IR, 1H-NMR and mass spectra as well as elemental analyses.
Utility of 4-Benzylidene-2-phenyl-5(4H)-oxazolone in Synthesis of Triazine, Oxadiazole and Imidazole Derivatives of Anticipated Biological Activity
Youssef, Ahmed S. A.,El-Mariah, Fatma A.,Abd-Elmottaleb, Fatma T.,Hashem, Heba E.
, p. 1467 - 1473 (2015)
Treatment of oxazolone 1 with hydrazine hydrate at room temperature gave the (Z)-configurated isomer hydrazide (Z)-3 (high yield). However, refluxing 1 with hydrazine hydrate yielded the (E)-configurated isomer hydrazide (E)-2 (low yield).The hydrazide derivative (Z)-3 has been utilized as synthon for the synthesis of 1,2,4-triazinone, imidazolone, and oxadiazole derivatives through appropriate routes. The thiosemicarbazide and semicarbazide derivatives are synthesized by different routes. The structures of the new compounds were established on the basis of IR, 1H-NMR, mass spectral data, and elemental analysis.
Hydrazinolysis of Unsaturated Azlactones and Cyclisation of the Acrylic Acid Hydrazides into Tetrahydrotriazine, Pyrazolidine and Imidazoline Derivatives
Tikdari, Ahmad M.,Mukerjee, Arya K.
, p. 81 - 83 (2007/10/02)
Hydrazinolysis of 4-arylmethylene-2-oxazolin-5-ones (1) gives the corresponding acrylic acid hydrazides (5) among which the N-substituted hydrazides (5; R2=H) afford 5-aryl-methylene-3-phenyl-1,2,5,6-tetrahydro-1,2,4-triazin-6-ones (8) on heating with aq. sodium hydroxide and with excess of hydrazine hydrate, respectively.However, the N-phenylhydrazides (5; R2=Ph) give the corresponding 1-anilinio-4-arylmethylene-2-phenyl-2-imidazolin-5-ones (9) by simple heating.All steps can be carried out in the same flask.
