Abstract

Enaminonitrile derivative, 6-amino-4-(2-chloro-5-nitrophenyl)-3-methyl-1,4-dihydropyrano[2,3- c ]pyrazole-5-carbonitrile ( 1) was synthesized. This compound was utilized as a building block for the synthesis of new 3-methylpyrazolopyran moiety incorporated with different heterocycles involving pyrimidinone, oxazinone, and iminopyrimidine, in addition to novel derivatives including diacetyl derivative ( 5) , benzoyl derivative ( 6) , carbamodithioic acid ( 10) and urea derivative ( 13) . Spectral techniques, FT-IR, 1 H-NMR and mass spectroscopy and elemental analysis were used to characterize the synthesized compounds. Screening and evaluation of these products as antimicrobial agents showed that the derivatives 5 , 6 , 10 , and 13 possess a potent activity.

Highlights

  • It has been reported that pyran derivatives posses hypotensive effect,[1] anticancer activity,[2] antifungal effect,[3,4] plant growth regulation activity.[5]

  • Enaminonitrile derivative, 6-amino-4-(2-chloro-5-nitrophenyl)-3-methyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile (1) was synthesized. This compound was utilized as a building block for the synthesis of new 3-methylpyrazolopyran moiety incorporated with different heterocycles involving pyrimidinone, oxazinone, and iminopyrimidine, in addition to novel derivatives including diacetyl derivative (5), benzoyl derivative (6), carbamodithioic acid (10) and urea derivative (13)

  • Screening and evaluation of these products as antimicrobial agents showed that the derivatives 5, 6, 10, and 13 possess a potent activity

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Summary

Synthesis of bioactive heterocycles

This compound was utilized as a building block for the synthesis of new 3-methylpyrazolopyran moiety incorporated with different heterocycles involving pyrimidinone, oxazinone, and iminopyrimidine, in addition to novel derivatives including diacetyl derivative (5), benzoyl derivative (6), carbamodithioic acid (10) and urea derivative (13). FT-IR, 1H-NMR and mass spectroscopy and elemental analysis were used to characterize the synthesized compounds. Screening and evaluation of these products as antimicrobial agents showed that the derivatives 5, 6, 10, and 13 possess a potent activity. [a] Chemistry department, Faculty of Science, Ain Shams University, Abbassia, Cairo Egypt 11566. [b] Chemistry department, Faculty of Engineering , Ain Shams University, Abbassia, Cairo Egypt 11566

Introduction
Results and Discussion
NH Ph
Antimicrobial Study

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