RESEARCH PAPER
Synthesis & Characterization of Heterocyclic Amide Derivative via Ugi Reaction
 
More details
Hide details
1
College of Basic Education, Sumer University, Thi-Qar, IRAQ
Publication date: 2018-11-06
 
Eurasian J Anal Chem 2018;13(5):em70
 
KEYWORDS
ABSTRACT
Synthesis of heterocyclic amid derivative (cyclohexanecarbox-amide) by the reacting four-compound [Formaldehyde], [N-(phenethyl)formamide], [Cyclohexanecarboxylic acid], and [Creatinine] as amine source. This reaction is practical extension of (Ugi reaction). The derivatives have been performed with other catalytic agents under temp (-10°C) and the organic synthesis was monitories by TLC [thin layer chromatography] and the formation of final compound proofed by Nuclear Magnetic Resonance Spectra [1HNMR] [13CNMR] BRUKER (500MHz, CDL3), (125MHz, CDL3 and Infra-Red spectra [FT-IR] (shimadzu).
 
REFERENCES (15)
1.
Romain R, Keiji M. Revisiting the Passerini Reaction Mechanism, J. Org. Chem. May 14, 2015;80(11):5652-5657. https://doi.org/10.1021/acs.jo....
 
2.
Alexander D, Wei W, Kan W. Chemistry and Biology of multicomponent reactions. Chem. Rev., March 22, 2012;112(6):3083- 3135. https://doi.org/10.1021/cr1002....
 
3.
Mattia S, Silvia C, Renaul C, Michael SC, Cennaro P. Synthesis and conformational evaluation of Piperazine – based Minimalist Peptidomimetics. Royal Society of Chem. March 9, 2015;13(10):4993-5005.
 
4.
Lesma G, Meneghetti F, Sachetti A. Asymmetric Ugi – 3CR on Isatin-derived Ketamine. Synthesis of chiral 3,3-disubstituted 3-Aminooxindole derivatives, Beilstein. J. Org. Chem., Jun 18, 2014;10(14):1383-1389. https://doi.org/10.3762/bjoc.1....
 
5.
Bruhn T, Schaumloffel A, Hembergr Y, Bringmann G. Quantifying the comparison of calculated and experimental electronic circular dichroism spectra. Chirality, April 4, 2013;25(4):243-249. https://doi.org/10.1002/chir.2....
 
6.
Kumar A, Li Z, Sharma SK, Parmar VS, Vander Eycken EV. An Expedient route to Imidazo [1,4]Diazepin -7-Ones Via A post –Ugi gold catalyzed hetro-annulation. Org. Letters, April 1, 2013;15(8):1874-1877. https://doi.org/10.1021/ol4005....
 
7.
Thakur PB, Katukuri S, Sarma AVS, Meshram HM. Synthesis of new class of diversely functionalized 3-Hydroxy-2-Oxindole scaffolds under aqueous reaction media. Tetrahedron Letts., April 13, 2014;55(15):2454–2462. https://doi.org/10.1016/j.tetl....
 
8.
Tharwat ME, David E, Jacques R, Jerome B. Formamide synthesis through Borinic Acid catalyzed transamination under mild condition. European Chem. Jor. April 18, 2016;22(17):5894-5898. https://doi.org/10.1002/chem.2....
 
9.
Roya A, Peiman M, Ayoob B. A simple of Ferrocenyl bis-Amide by Ugi four component reaction. J. Organometalic Chem., July 6, 2010;695(21):2320-2324. https://doi.org/10.1016/j.jorg....
 
10.
Chandgude AL, Dömling A. N-Hydrroxy imide Ugi reaction toward α-Hydrazino Amides. Org. Letts., Feb 21, 2017;19(5):1228-1231. https://doi.org/10.1021/acs.or....
 
11.
Neochoritis CG, Stotani S, Mishra B, Dömling A. Efficient isocyanide-less isocyanide –base multicomponent reactions. Org. Letts., March 31, 2015;17(8):2002-2005. https://doi.org/10.1021/acs.or....
 
12.
Liu H, William S, Herdtweck E, Botros S, Dömling A. MCR Synthesis of Praziquantel derivatives. Chem. Biol. Drug Des., Nov 20, 2011;79(4):470-477. https://doi.org/10.1111/j.1747....
 
13.
Maryanoff BE, Zhang HC, Cohen JH, Turchi IJ, Maryanoff CA. Cyclisation of N-Acliminium Ions. Chem. Rev., March 10, 2004;104(3):1431-1628. https://doi.org/10.1021/cr0306....
 
14.
Schneekloth JS, Kim J, Sorensen EJ. Interrupted Ugi reaction enables the preparation of substituted Indoxyls and Aminoindoles. Tetrahedron, August 27, 2008;65(16):3096-3101. https://doi.org/10.1016/j.tet.....
 
15.
Mokhtari TS, Sheikhhosseini E, Amrollahi MA, Sheibani H. A convenient one–pot synthesis of novel tetraamides via-2 cyclopentylidene malonic acid based Ugi-four component reaction. J. of Saudi Chem. Society, July 18, 2015;21(3):300-305. https://doi.org/10.1016/j.jscs....
 
eISSN:1306-3057