Synthesis of some heterocyclic compounds based on (2, 3-dioxo-2, 3-dihydro-1H-indol-1-yl) acetyl acetic acid derivatives

Authors

  • Nahed Mohamed Selim

    Agricultural Pesticide Laboratory, Agricultural Research Centre.
  • Mohammed Helmy Arief

    Department of Chemistry, Benha University, Benha, Egypt
  • Mohammed H Ahmed

    Department of Chemistry, Benha University, Benha, Egypt

Received date: March 5, 2013

Accepted date: March 21, 2013

Published date: April 2, 2013

DOI:

https://doi.org/10.14419/ijbas.v2i2.721

Abstract

Reactions of isatin–N–acetylchloride 2 with equivalent amount of hydrazine hydrate gave 2-(2, 3-dioxo-2, 3-dihydro-1H-indol-1-yl) acetohydrazide 3 which was then cyclized to give [1, 2, 4] triazino [4, 3-a] indole-3, 10 (2H, 4H)-dione 5 but when 2 reacted with excess of hydrazine hydrate it give 2[(2, 3-bishydrazono)-2, 3-dihydro-1H-indol-1-yl] acetohydrazide 4. Isothiocyanate derivative 6 was prepared from the corresponding acid chloride and ammonium thiocyanate in acetone. The reactions of isothiocyanate with anthranilic acid, glycine, benzoyl glycine, hydrazine hydrate and benzoyl hydrazine were also investigated. The condensation reaction of benzoyl glycine with isothiocyanate in the presence of benzaldehyde gave 16 which was easily cyclized to give 17.

Author Biographies

  • Nahed Mohamed Selim, Agricultural Pesticide Laboratory, Agricultural Research Centre.
    Assistant Research, Agricultural Pesticide Laboratory, Agricultural Research Centre.
  • Mohammed Helmy Arief, Department of Chemistry, Benha University, Benha, Egypt
    Professor of Chemistry, Department of Chemistry, Benha University, Benha, Egypt
  • Mohammed H Ahmed, Department of Chemistry, Benha University, Benha, Egypt
    Assistant Professor of Chemistry, Department of Chemistry, Benha University, Benha, Egypt

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How to Cite

Selim, N. M., Arief, M. H., & Ahmed, M. H. (2013). Synthesis of some heterocyclic compounds based on (2, 3-dioxo-2, 3-dihydro-1H-indol-1-yl) acetyl acetic acid derivatives. International Journal of Basic and Applied Sciences, 2(2), 153-159. https://doi.org/10.14419/ijbas.v2i2.721

Received date: March 5, 2013

Accepted date: March 21, 2013

Published date: April 2, 2013