2004
DOI: 10.1002/chin.200450122
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An Inexpensive Protocol for Biginelli Reaction.

Abstract: A one-pot synthesis of the pyrimidine derivatives (IV) catalyzed by a cupric chloride-lithium chloride combination catalyst is reported as a simple and elegant protocol for the title reaction. -(MANJULA, A.; RAO*, B. V.; NEELAKANTAN, P.; Synth.

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Cited by 3 publications
(3 citation statements)
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“…In the view of this observation and extension of earlier work, we have synthesized 2-(4-methoxyphenyl)-8-(methylthio)-6-oxo-4phenyl-1,6,9,9a-tetrahydro-2H-pyrimido[1,2-a] pyrimidine-7-carbonitrile (3) by using6-(4-methoxyphenyl)-4-phenyl-1,6dihydropyrimidin-2-amine (2)[27][28] and ethyl 2-cyano-3, 3-bis(methylthio)acrylate. 6-(4-methoxyphenyl)-4-phenyl-1,6dihydropyrimidin-2-amine (2) is prepared by the reaction of 3-(4-methoxyphenyl)-1-phenyl prop-2-en-1-one (1)chalcone[29][30] with guanidine nitrate in the presence of alcoholic potassium hydroxide under reflux condition.II.METHODS Melting points were determined in open capillary tubes and are uncorrected.…”
mentioning
confidence: 76%
“…In the view of this observation and extension of earlier work, we have synthesized 2-(4-methoxyphenyl)-8-(methylthio)-6-oxo-4phenyl-1,6,9,9a-tetrahydro-2H-pyrimido[1,2-a] pyrimidine-7-carbonitrile (3) by using6-(4-methoxyphenyl)-4-phenyl-1,6dihydropyrimidin-2-amine (2)[27][28] and ethyl 2-cyano-3, 3-bis(methylthio)acrylate. 6-(4-methoxyphenyl)-4-phenyl-1,6dihydropyrimidin-2-amine (2) is prepared by the reaction of 3-(4-methoxyphenyl)-1-phenyl prop-2-en-1-one (1)chalcone[29][30] with guanidine nitrate in the presence of alcoholic potassium hydroxide under reflux condition.II.METHODS Melting points were determined in open capillary tubes and are uncorrected.…”
mentioning
confidence: 76%
“…All additional information pertaining to characterization of the compounds using FT-IR spectra (Figures S1 to S10 and S31 to S40), 1 H NMR spectra (Figures S11 to S20 and S41 to S50), 13 C NMR spectra ( Figures S21 to S30 and S51 to S60), antibacterial screening data (Tables S1, S2) and antibacterial activities comparative diagram ( Figure S1, S2 and S3) are given in the supporting information available at www.ias.ac. in/chemsci.…”
Section: Supplementary Information (Si)mentioning
confidence: 99%
“…p-toluenesulfonic acid 7 , potassium hydrogen sulphate 8 , chloroacetic acid 9 , titanium(IV)chloride 10 , ruthenium(III)chloride 11 , scandium(III)triflate 12 ,Iodine-alumina 13 ,Cobalt(II) acetate 14 , sulphated zirconia 15 , ferric chloride hexahydrate 16 , MgBr 2 17 , nbcl 5 18 , Lewis acids 19,20 viz. Yb (OTf) 3 21 , InCl 3 22 , CuCl 2 23 , SnCl 2 24 , BF 3 .OEt 2 25 , ZrCl 4 26 , L-proline 19 , L-proline methylester hydrochloride 27 , ZnCl 2 28, 29 , Zinc sulphamate 30 , combination catalytic system such as tin chloride-lithium chloride 31 , cupric chloridelithium chloride 32 , ferric chloride/tetraethyl orthosilicates 33 , Trimethylsilyl triflate 34 , strontium(II)triflate 35 , cadmium chloride 36 , methanesulfonic acid 37 , Iron(III) 38 , (AlCl 3 +KI) 39 , bimetal system , Cupy 2 Cl 2 40 , Samariumdiiodide 41 . Besides these catalysts, recently Pb(NO 3 ) 3, 42 , alkaline phosphates 43,44,45 and sulphates 46 have been also employed.…”
Section: Introductionmentioning
confidence: 99%