

Kinetic study of benzyl sulfamide synthesis by thermolysis of N-(benzyl)-N´-(tert-butoxycarbolyl) sulfamide
Luciana Gavernet (1)




(1) Medicinal Chemistry, Department of Biological Sciences, Faculty of Exact Sciences, National University of La Plata, La Plata, B1900BJW, Argentina
(2) Medicinal Chemistry, Department of Biological Sciences, Faculty of Exact Sciences, National University of La Plata, La Plata, B1900BJW, Argentina
(3) Medicinal Chemistry, Department of Biological Sciences, Faculty of Exact Sciences, National University of La Plata, La Plata, B1900BJW, Argentina
(4) Department of Chemistry, Faculty of Exact Sciences, National University of La Plata, CINDECA (CCT-La Plata-CONICET-UNLP), La Plata, B1900BJW, Argentina
(*) Corresponding Author
Received: 17 Dec 2012 | Accepted: 05 Jan 2013 | Published: 31 Mar 2013 | Issue Date: March 2013
Abstract
In this investigation, a kinetic study of the thermolysis of N-(benzyl)-N´-(tert-butoxycarbonyl) sulfamide to yield benzylsulfamide in an efficient manner was performed. The thermolysis reaction was monitored in helium flow by thermogravimetry at different heating rates between 0.2 and 10 oC/min. The activation energy value was obtained from the Kissinger-Akahira-Sunose isoconversional method and theoretical calculations (from Transition State Theory). The reaction model of the process was studied by means of the master-plot method. Results obtained from experiments of thermolysis performed under the melting point temperature of N-(benzyl)-N´-(tert-butoxycarbonyl) sulfamide fit with an Avrami-Erofeev model whereas data found for experiments at higher temperatures fit with first order model. Isothermal experiments were simulated at 115, 120 and 130 oC using the model-free method, employing only the activation energy value.

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European Journal of Chemistry
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DOI: 10.5155/eurjchem.4.1.44-48.717
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Agencia de Promocion Cientificay Tecnologica, CONICET, and Universidad Nacional de La Plata, Argentina
Citations
[1]. H. R. Pouretedal, R. Ebadpour
Application of Non-Isothermal Thermogravimetric Method to Interpret the Decomposition Kinetics of $$\hbox {NaNO}_{3}, \hbox {KNO}_{3}$$ NaNO 3 , KNO 3 , and $$\hbox {KClO}_{4}$$ KClO 4
International Journal of Thermophysics 35(5), 942, 2014
DOI: 10.1007/s10765-014-1636-y

References
[1]. Backbro, K.; Lowgren, S.; Osterlund, K.; Atepo, J.; Unge, T.; Hulten, J.; Bonham, N. M.; Schaal, W.; Hallberg, A. J. Med. Chem. 1997, 40, 898-902.
http://dx.doi.org/10.1021/jm960588d
PMid:9083478
[2]. Hulten, J.; Bonham, N. M.; Nillroth, U.; Hansson, T.; Zuccarello, G.; Bouzide, A.; Aqvist, J.; Classon, B.; Danielson, U. H.; Karlen, A.; Kvarnstrom, I.; Samuelsson, B.; Hallberg, A. J. Med. Chem. 1997, 40, 885-897.
http://dx.doi.org/10.1021/jm960728j
PMid:9083477
[3]. Castro, J. L.; BakerGiublin, A. R.; Hobbs, S. C.; Jenkins, M. R.; Rusell, M. G.; Beer, M. S.; Stanton, J. A.; Scholey, K.; Hargreaves, R. J. J. Med. Chem. 1994, 37, 3023-3032.
http://dx.doi.org/10.1021/jm00045a006
PMid:7932524
[4]. Acheson, R. M.; Bite, M. G.; Kemp, J. E. J. Med. Chem. 1981, 24, 1300-1304.
http://dx.doi.org/10.1021/jm00143a008
[5]. Dougherty, J. M.; Probs, D. A.; Robinson, R. E.; Moore, J. D.; Klein, T. A.; Snelgrove, K. A.; Hanson, P. R. Tetrahedron 2000, 56, 9781-9790.
http://dx.doi.org/10.1016/S0040-4020(00)00885-1
[6]. Abbate, F.; Supuran, C. T.; Scozzafava, A.; Orioli, P.; Stubbs, M. T.; Klebe, G. J. Med. Chem. 2002, 45, 3583-3587.
http://dx.doi.org/10.1021/jm011131t
[7]. Winum, J. Y.; Innocenti, A.; Nasr, J.; Montero, J. L.; Scozzafava, A.; Vullo, D.; Supuran, C. T. Bioorg. Med. Chem. Lett. 2005, 15, 2353-2358.
http://dx.doi.org/10.1016/j.bmcl.2005.02.091
PMid:15837324
[8]. Casini, A.; Winum, J. L.; Montero, J. L.; Scozzafava, A.; Supuran, C. T. Bioorg. Med. Chem. Lett. 2003, 13, 837-840.
http://dx.doi.org/10.1016/S0960-894X(03)00028-3
[9]. Winum, J. Y.; Cecchi, A.; Montero, J. L.; Innocenti, A.; Scozzafava, A.; Supuran, C. T. Bioorg. Med. Chem. Lett. 2005, 15, 3302-30306.
http://dx.doi.org/10.1016/j.bmcl.2005.04.058
PMid:15908201
[10]. Maryanoff, B. E.; McComsey, D. F.; Costanzo, M. J.; Hochman, C.; Smith-Swintosky, V.; Shank, R. P. J. Med. Chem. 2005, 48, 1941-1947.
http://dx.doi.org/10.1021/jm040124c
PMid:15771438
[11]. Gavernet, L.; Barrios, I.; Sella-Cravero, M.; Bruno-Blanch, L. E. Bioorg. Med. Chem. 2007, 15, 5604-5614.
http://dx.doi.org/10.1016/j.bmc.2007.05.024
PMid:17544673
[12]. Lick, I. D.; Gavernet, L.; Bruno-Blanch, L. E.; Ponzi, E. N. Thermochim. Acta 2010, 501, 30-34.
http://dx.doi.org/10.1016/j.tca.2009.12.019
[13]. Vyazovkin, S.; Burnham, A. K.; Criado, J. M.; Perez-Maqueda, L. A.; Popescu, C.; Sbirrazzuoli, N. Thermochim. Acta 2011, 520, 1-19.
http://dx.doi.org/10.1016/j.tca.2011.03.034
[14]. Lopez-Fonseca, R.; Landa, I.; Elizundia, U.; Gutierrez-Ortiz, M. A.; Gonzalez-Velasco, J. R. Chem. Eng. J. 2007, 129, 41-49.
http://dx.doi.org/10.1016/j.cej.2006.10.029
[15]. Lopez-Fonseca, R.; Elizundia, U.; Landa, I.; Gutierrez-Ortiz, M. A.; Gonzalez-Velasco, J. R. Appl. Catal. B 2005, 61, 150-158.
http://dx.doi.org/10.1016/j.apcatb.2005.04.016
[16]. Bokova, M. N.; Decarne, C.; Abi-Aad, E.; Pryakhin, A. N.; Lunin, V. V.; Aboukais, A. Thermochim. Acta 2005, 428, 165-171.
http://dx.doi.org/10.1016/j.tca.2004.11.011
[17]. Vrandecic, N. S.; Erceg, M.; Jakic, M.; Klaric, I. Thermochim Acta 2010, 498, 71-80.
http://dx.doi.org/10.1016/j.tca.2009.10.005
[18]. Liu, L.; Jian, Y.; Li, Z.; Li, C. Thermochim Acta 2012, 54, 125-130.
[19]. Rotaru, A.; Moa, A.; Rotaru, P.; Segal, E. J. Therm. Anal. Cal. 2009, 95, 161-166.
http://dx.doi.org/10.1007/s10973-008-9070-7
[20]. Vlaev, L. T.; Markovska, I. G.; Lyubchev, L. A. Thermochim. Acta 2003, 406, 1-7.
http://dx.doi.org/10.1016/S0040-6031(03)00222-3
[21]. Vyazovkin, S.; Wight, C. A. Thermochim. Acta 1999, 340-341, 53-68.
http://dx.doi.org/10.1016/S0040-6031(99)00253-1
[22]. HyperChem(TM) Professional 7. 51., Hypercube, Inc.; 1115 NW 4th Street, Gainesville, Florida 32601, USA.
[23]. Vyazovkin, S. Int. J. Chem. Kinet. 1996, 28, 95-101.
http://dx.doi.org/10.1002/(SICI)1097-4601(1996)28:2<95::AID-KIN4>3.0.CO;2-G
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