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Zeitschrift für Naturforschung B

A Journal of Chemical Sciences

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Volume 73, Issue 6


Studying the reactivity of N-2-(2-aminobenzoyl)-N-phenyl-hydrazinecarbothioamide toward some selected carbonyl compounds

Asmaa H. Mohamed
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  • Chemistry Department, Faculty of Science, Minia University, El-Minia, A.R. Egypt, Tel.: +20-121115-7193, Fax: +20-86234-2601
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Published Online: 2018-05-29 | DOI: https://doi.org/10.1515/znb-2018-0010


The reactivity of N-2-(2-aminobenzoyl)-N-phenylhydrazinecarbothioamide (1) as an electron donor toward several electron-accepting compounds through electron donor-acceptor interaction has been studied. Thus, upon treatment of 1 with either 1,4-naphthoquinone, 2-dicyanomethyleneindan-1,3-dione, or 2,3-dichloro-1,4-naphthoquinone, the reaction proceeds to give thiadiazino[5,4-b]quinazoline, N-phenylcarbamohydrazonothioate, and thiadiazine-5,10-dione, respectively. Also, the reactivity of compound 1 toward some aldehydes and anhydrides was studied. The products were fully characterized by their spectral data. The mechanisms of formation of the products have been rationalized.

This article offers supplementary material which is provided at the end of the article.

Keywords: 2-(2-aminobenzoyl)-N-phenylhydrazinecarbothioamide; aldehydes; anhydrides; CNIND; DMAD; NQ


  • [1]

    J. M. Jacob, M. Sithambaresan, M. R. Prathapachandra Kurup, Acta Crystallogr. 2012, E68, o1871.Google Scholar

  • [2]

    B. S. Holla, B. Kalluraya, Indian J. Chem., Sect. B 1988, 27, 683.Google Scholar

  • [3]

    M. A. El-Dawy, A. M. Omar, A. M. Ismail. A. A. Hazzaa, J. Pharm. Sci. 1983, 72, 45.CrossrefGoogle Scholar

  • [4]

    S. Giri, H. Singh, L. D. S. Yadav, R. K. Khare, J. Indian Chem. Soc. 1978, 55, 168.Google Scholar

  • [5]

    M. K. Mody, A. R. Prasad, T. Ramalingham, P. B. Suttur, J. Indian Chem. Soc. 1982, 59, 769.Google Scholar

  • [6]

    V. Chandregowda, A. K. Kush, G. Chandrasekara Reddy, Eur. J. Med. Chem. 2009, 44, 3046.CrossrefGoogle Scholar

  • [7]

    S. T. Al-Rashood, I. A. Aboldahab, M. N. Nagi, L. A. Abouzeid, A. A. Abdel-Aziz, S. G. Abdel-Hamide, K. M. Youssef, A. M. Al-Obaid, H. I. El-Subbagh, Bioorg. Med. Chem. 2006, 14, 8608.CrossrefGoogle Scholar

  • [8]

    N. Vasdev, P. N. Dorff, A. R. Gibbs, E. Nandanan, L. M. Reid, J. P. O’Neil, H. F. Van Brocklin, J. Labelled Comp. Radiopharm. 2005, 48, 109.CrossrefGoogle Scholar

  • [9]

    A. E. Wakeling, S. P. Guy, J. R. Woodburn, S. E. Ashton, B. J. Curry, A. J. Barker, K. H. Gibson, Cancer Res. 2002, 62, 5749.Google Scholar

  • [10]

    V. Alagarsamy, V. R. Solomon, K. Dhanabal, Bioorg. Med. Chem. 2007, 15, 235.CrossrefGoogle Scholar

  • [11]

    A. Baba, N. Kawamura, H. Makino, Y. Ohta, S. Taketomi, T. Sohda, J. Med. Chem. 1996, 39, 5176.CrossrefGoogle Scholar

  • [12]

    R. Rohini, R. P. Muralidhar, K. Shanker, A. Hu, V. Ravinder, Eur. J. Med. Chem. 2010, 45, 1200.CrossrefGoogle Scholar

  • [13]

    L. Antipenko, A. Karpenko, S. Kovalenko, A. Katsev, P. E. Komarovska, V. Novikov, A. Chekotilo, Chem. Pharm. Bull. 2009, 57, 580.CrossrefGoogle Scholar

  • [14]

    V. Jatav, S. Kashaw, P. Mishra, Med. Chem. Res. 2008, 17, 205.CrossrefGoogle Scholar

  • [15]

    A. A. Aly, Chin. J. Chem. 2003, 2, 339.Google Scholar

  • [16]

    H. Li, R. Huang, D. Qiu, Z. Yang, X. Liu, J. Ma, Z. Ma, Prog. Nat. Sci. 1998, 8, 359.Google Scholar

  • [17]

    P. M. Chandrika, T. Yakaiah, B. Narsaiah, V. Sridhar, G. Venugopal, J. V. Rao, K. P. Kumar, U. S. N. Murthy, A. R. R. Rao, Indian J. Chem., Sect. B 2009, 48, 840.Google Scholar

  • [18]

    M. Esseffar, R. Jalal, M. El Messaoudi, M. El Mouhtadi, J. Mol. Struct. 1998, 43, 301.Google Scholar

  • [19]

    B. Rezessy, Z. Zubovics, J. Kovacs, G. Toth, Tetrahedron 1999, 55, 5909.CrossrefGoogle Scholar

  • [20]

    H. Sladowska, M. Bodetko, M. Sieklucka-Dziuba, G. Rajtar, D. Zółkowska, Z. Kleinrok, Farmaco 1997, 52, 657.Google Scholar

  • [21]

    G. N. Verardo, A. G. Toniutti, A. G. Giumanini, Eur. J. Org. Chem. 1999, 11, 2943.Google Scholar

  • [22]

    Y. Yamamoto, M. Shindo, T. Nakamura, PCT Int. Appl. WO 9747622, 1998; Chem. Abstr. 1998, 128, 75427.Google Scholar

  • [23]

    M. M. Bekheit, Y. A. Elewady, F. I. Taha, S. I. Mostafa, Bull. Soc. Chim. Fr. 1991, 128, 178.Google Scholar

About the article

Received: 2018-01-07

Accepted: 2018-04-22

Published Online: 2018-05-29

Published in Print: 2018-06-27

Citation Information: Zeitschrift für Naturforschung B, Volume 73, Issue 6, Pages 399–406, ISSN (Online) 1865-7117, ISSN (Print) 0932-0776, DOI: https://doi.org/10.1515/znb-2018-0010.

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