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Synthesis and Identification of 6,7-Epoxy N,N¢,N¢-Trichloro Derivative of a-Bromocinnamaldehyde Semicarbazone as an Active Decontaminating Agent for Toxic Compounds
Corresponding Author(s) : Soram Ibomcha Singh
Asian Journal of Chemistry,
Vol. 25 No. 7 (2013): Vol 25 Issue 7
Abstract
An approach was undertaken to synthesize 6,7-epoxy N,N¢,N¢-trichloro-a-bromo-cinnamaldehyde semicarbazone, by the conversion of a-bromo-cinnamaldehyde semicarbazone into its epoxy derivative and then finally the corresponding N-chloramine. Epoxidation was carried out with hydrogen peroxide and then chlorinated using calcium hypochlorite. The reaction between calcium hypochlorite and compounds containing a nitrogen atom with one or more hydrogen atoms attached to it will form chloramines which have lower disinfection efficiency but possess strong decontamination properties against toxic compounds and warfare agents. Their efficacy has to be tested on toxic compounds of phosphorus and CW agents under suitable conditions in sophisticated laboratory.
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- W.O. Negherbon, A Handbook of Toxicology, Insecticides; W.B. Saunders Company, London, vol. 3, pp. 536-569 (1959).
- H.S. Gatica, M.A. Frontera, O. Pieroni, M.A. Tomas and A.E. Zuniga, J. Chromatogr. A, 369, 218 (1986).
- D.J. Blythin and E.S. Waight, J. Chem. Soc., B., 6, 583 (1967).
- J. Boeseken and S. Gaster, Proc. Acad. Sci., Amsterdam, 32, 377 (1929).
- Z.J. Ren, W.N. Cao, W.Q. Tong and J.J. Xi, Synth. Commun., 31, 125 (2001).
- H. Beraldo and D. Gambino, Mini-Rev. Med. Chem., 4, 31 (2004).
- R.F. Hudson, Structure and Mechanism in Organo-Phosphorus Chemistry, Academic Press, London, p. 6 (1965).
- S.I. Singh and S. Prabha, Orient. J. Chem., 24, 1131 (2008).
- R.L. Shriner and T.A. Turner, J. Am. Chem. Soc., 52, 1267 (1930).
- H. Remy, in ed.: J. Klienberg, Treatise on Inorganic Chemistry, Elsevier Publishing Co., New York, vol. 1, pp. 804-805 (1956).
- M.J. Astle, Industrial Organic Nitrogen Compounds, Rienhold Publishing Corp., New York, p. 188 (1961).
- R.M. Silverstein and F.X. Webster, Spectrometric Identification of Organic Compounds, John Wiley & Sons, Inc., edn. 6, pp. 71-143 (2002).
- R. Singh, P.K. Gutch, J. Acharya and S. Prabha, Indian J. Chem., 50B, 1504 (2011).
References
W.O. Negherbon, A Handbook of Toxicology, Insecticides; W.B. Saunders Company, London, vol. 3, pp. 536-569 (1959).
H.S. Gatica, M.A. Frontera, O. Pieroni, M.A. Tomas and A.E. Zuniga, J. Chromatogr. A, 369, 218 (1986).
D.J. Blythin and E.S. Waight, J. Chem. Soc., B., 6, 583 (1967).
J. Boeseken and S. Gaster, Proc. Acad. Sci., Amsterdam, 32, 377 (1929).
Z.J. Ren, W.N. Cao, W.Q. Tong and J.J. Xi, Synth. Commun., 31, 125 (2001).
H. Beraldo and D. Gambino, Mini-Rev. Med. Chem., 4, 31 (2004).
R.F. Hudson, Structure and Mechanism in Organo-Phosphorus Chemistry, Academic Press, London, p. 6 (1965).
S.I. Singh and S. Prabha, Orient. J. Chem., 24, 1131 (2008).
R.L. Shriner and T.A. Turner, J. Am. Chem. Soc., 52, 1267 (1930).
H. Remy, in ed.: J. Klienberg, Treatise on Inorganic Chemistry, Elsevier Publishing Co., New York, vol. 1, pp. 804-805 (1956).
M.J. Astle, Industrial Organic Nitrogen Compounds, Rienhold Publishing Corp., New York, p. 188 (1961).
R.M. Silverstein and F.X. Webster, Spectrometric Identification of Organic Compounds, John Wiley & Sons, Inc., edn. 6, pp. 71-143 (2002).
R. Singh, P.K. Gutch, J. Acharya and S. Prabha, Indian J. Chem., 50B, 1504 (2011).