Synthesis and crystal structure study of diethyl aryl(benzo[d]thiazol-2-ylamino)methyl phosphonates
作者： Mojtaba Lashkari , Nourallah Hazeri , Malek Taher Maghsoodlou , Sayyed Mostafa Habibi Khorassani , Niloufar Akbarzadeh Torbati
DOI: 10.1002/HC.21063
关键词:
摘要: A three-component synthesis of α-aminophosphonate is described from a reaction between aldehydes, 2-aminobenzothiazole, and triethyl phosphite in the presence InCl3 as catalyst under solvent-free conditions for generation particular α-aminophosphonates. These products have two potentially biologically active parts, aminophosphonate benzothiazole. This method offers advantages such short times, good yields, conditions, easy workup with green aspects by avoiding toxic catalysts solvents. The crystal structure 4b has been determined X-ray crystallography. compound crystallizes monoclinic space group C2/c cell parameters a = 21.9285(5) A, b = 10.3221(2) c = 18.5979(5) β = 108.759(3)°, V = 3985.99(18) A3, Dcalc = 1.301 mg m−3, Z = 8. final R value 0.0501 3741 reflections. © 2012 Wiley Periodicals, Inc. Heteroatom Chem 24:58–65, 2013; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.21063
sci-hub.se 参考文章(57)
W.C. Rhodes, William D. McElroy, The synthesis and function of luciferyl-adenylate and oxyluciferyl-adenylate. Journal of Biological Chemistry. ,vol. 233, pp. 1528- 1537 ,(1958) , 10.1016/S0021-9258(18)49367-2
Abhimanyu S. Paraskar, Arumugam Sudalai, A novel Cu(OTf)2 mediated three component high yield synthesis of α -aminophosphonates Arkivoc. ,vol. 2006, ,(2006) , 10.3998/ARK.5550190.0007.A21
M. Nardelli, Parst: A system of fortran routines for calculating molecular structure parameters from results of crystal structure analyses Computational Biology and Chemistry. ,vol. 7, pp. 95- 98 ,(1983) , 10.1016/0097-8485(83)85001-3
M. V. Narayana Reddy, B. Siva Kumar, A. Balakrishna, C. S. Reddy, S. K. Nayak, C. D. Reddy, One-pot synthesis of novel α-amino phosphonates using tetramethylguanidine as a catalyst Arkivoc. ,vol. 2007, ,(2007) , 10.3998/ARK.5550190.0008.F24
M. Sienczyk, J. Oleksyszyn, Irreversible Inhibition of Serine Proteases ― Design and In Vivo Activity of Diaryl α-Aminophosphonate Derivatives Current Medicinal Chemistry. ,vol. 16, pp. 1673- 1687 ,(2009) , 10.2174/092986709788186246
Maria C. Burla, Rocco Caliandro, Mercedes Camalli, Benedetta Carrozzini, Giovanni L. Cascarano, Liberato De Caro, Carmelo Giacovazzo, Giampiero Polidori, Riccardo Spagna, SIR2004: an improved tool for crystal structure determination and refinement Journal of Applied Crystallography. ,vol. 38, pp. 381- 388 ,(2005) , 10.1107/S002188980403225X
Sheryl J. Hays, Michael J. Rice, Daniel F. Ortwine, Graham Johnson, Roy D. Schwarz, Denise K. Boyd, Laura F. Copeland, Mark G. Vartanian, Peter A. Boxer, Substituted 2-Benzothiazolamines as Sodium Flux Inhibitors: Quantitative Structure-Activity Relationships and Anticonvulsant Activity Journal of Pharmaceutical Sciences. ,vol. 83, pp. 1425- 1432 ,(1994) , 10.1002/JPS.2600831013
Shu-Ting Huang, I-Jen Hsei, Chinpiao Chen, Synthesis and anticancer evaluation of bis(benzimidazoles), bis(benzoxazoles), and benzothiazoles. Bioorganic & Medicinal Chemistry. ,vol. 14, pp. 6106- 6119 ,(2006) , 10.1016/J.BMC.2006.05.007
Clare F. Macrae, Ian J. Bruno, James A. Chisholm, Paul R. Edgington, Patrick McCabe, Elna Pidcock, Lucia Rodriguez-Monge, Robin Taylor, Jacco van de Streek, Peter A. Wood, Mercury CSD 2.0 – new features for the visualization and investigation of crystal structures Journal of Applied Crystallography. ,vol. 41, pp. 466- 470 ,(2008) , 10.1107/S0021889807067908
Emil H. White, Frank. McCapra, George F. Field, THE STRUCTURE AND SYNTHESIS OF FIREFLY LUCIFERIN Journal of the American Chemical Society. ,vol. 83, pp. 2402- 2403 ,(1961) , 10.1021/JA00886A019