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Title: Synthesis of some novel ethoxyphthalimide derivatives of pyrazolo[3,4-c]pyrazoles
Authors: Sharma, Chirag
Thadhaney, Bhawana
Pemawat, Gangotri
Talesara, G L
Keywords: Thiosemicarbazide;Isoniazid;Phthalimidoxyethyl bromide;Pyrazolo[3,4-c]pyrazoles
Issue Date: Dec-2008
Publisher: CSIR
Abstract: The synthesis of 5-methyl-4-substituted benzylidene-2,4-dihydro-3H-pyrazol-3-one 3a-d is achieved by the condensation reaction of 5-methyl-2,4-dihydro-3H-pyrazol-3-one 1 with 4-substituted benzaldehydes 2a-d. Compound 1 is prepared by the cyclization reaction between ethylacetoacetate and hydrazine hydrate in absolute alcohol. Compounds 3a-d are converted into corresponding ethoxyphthalimide derivatives 5a-d by treatment with phthalimidoxyethyl bromide 4. 1-N-Ethoxyphthlimido-3-methyl-4-(4-substituted benzylidene)pyrazol-5-ones 5a-d are reacted with thiosemicarbazide/NaOH and isoniazid/AcONa/AcOH separately to yield 6-N-ethoxyphthalimido-4-methyl-3-(4-substituted phenyl)-2-thiocarbamoyl-3,3a-dihydro pyrazolo[3,4-c]pyrazoles 6a-d and 6-N-ethoxyphthalimido-2-isonicotinoyl-4-methyl-3-(4-substituted phenyl)-3,3a-dihydro pyrazolo[3,4-c]pyrazoles 7a-d respectively. Structures of the synthesized compounds have been elucidated by means of IR, 1H NMR and mass spectral data.
Page(s): 1892-1897
ISSN: 0376-4699
Appears in Collections:IJC-B Vol.47B(12) December 2008]

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