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Synthesis, X-Ray Crystal Structure and Spectroscopic Properties of 1,2,3,4-Tetrahydro-2-(thenyl)-3-(N-thenylidine)-4-oxoquinazoline

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Abstract

The Schiff base formed between anthraniloyl hydrazide and thiophen-2-aldehyde is synthesized. Reaction of this Schiff base with VOSO4 in methanol at room temperature does not yield the expected vanadium complex; instead, the Schiff base is transformed to 1,2,3,4-tetrahydro-2-(thenyl)-3-(N-thenylidine)-4-oxoquinazoline, which has been characterized by elemental analyses and by LC–MS, i.r., n.m.r. and electronic spectroscopies. The X-ray crystal structure of the quinazoline product is reported. The compound crystallizes with monoclinic (P21/n) space group, and the cell parameters are: a = 5.9442(7) Å, b = 13.6357(15) Å, c = 19.455(2) Å, β = 90.499(2)°. The oxo-quinazoline product is found to be luminescent when excited at its lowest energy transition.

Index Abstract

Reaction of anthraniloyl hydrazone of thiophen-2-aldehyde with VOSO4 in methanol leads to formation of 1,2,3,4-tetrahydro-2-(thenyl)-3-(N-thenylidine)-4-oxoquinazoline, which has been characterized by X-ray crystal structure determination and different spectroscopic techniques.

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Acknowledgments

This study is supported by CSIR and AICTE, India. We also thank DST (FIST), UGC (SAP) and MHRD grants to our department for purchase of different sophisticated equipments.

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Authors and Affiliations

  1. Department of Chemistry, Bengal Engineering and Science University, Shibpur, 711 103, Howrah, India

    Sumita Naskar & Shyamal Kumar Chattopadhyay

  2. Department of Applied Chemistry, Birla Institute of Technology, Mesra, 835 215, Ranchi, India

    Subhendu Naskar

  3. School of Chemistry, The University of Nottingham, University Park, Nottingham, NG7 2RD, UK

    Alexander J. Blake & Haregewine Tadesse

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  1. Sumita Naskar
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  2. Subhendu Naskar
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  5. Shyamal Kumar Chattopadhyay
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Correspondence to Shyamal Kumar Chattopadhyay.

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Naskar, S., Naskar, S., Blake, A.J. et al. Synthesis, X-Ray Crystal Structure and Spectroscopic Properties of 1,2,3,4-Tetrahydro-2-(thenyl)-3-(N-thenylidine)-4-oxoquinazoline. J Chem Crystallogr 41, 986–990 (2011). https://doi.org/10.1007/s10870-011-0030-x

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