以取代苯甲醛、乙酰乙酸乙酯和尿素为原料,以溶胶凝胶法制备二氧化硅负载的磷钨酸(H3 PW12O40/SiO2)为催化剂,催化合成3,4-二氢嘧啶-2(1H)-酮,考察了三组分摩尔比、反应温度、催化剂用量及反应时间对反应收率的影响.研究表明,H3 PW12O40/SiO2是合成3,4-二氢嘧啶-2(1H)-酮的良性催化剂,在取代苯甲醛的用量为0.04 mol,反应温度为90℃的条件下,收率可达73.1％～88.4％.催化剂和产品结构分别经IR、XRD、SEM和1 H NMR、IR、MS等技术手段表征.
参考文献
| [1] | Kasende O E;Muya J T;Broeckaert L.Theoretical Study of the Regioselectivity of the Interaction of 3-Methyl-4-pyrimidone and 1-Methyl-2-pyrimidone with Lewis Acids[J].Journal of Physical Chemistry A,2012116:8608-8614. |
| [2] | Aslam M;Verma S.Biological Activity of Newly Synthesized Substituted Dihydropyrimidinone and Thione[J].Int J Chem Tech Res,20124(01):109-111. |
| [3] | Jayakumar S;Shabeer T K.Multicomponent Biginelli Synthesis of 3,4-Dihydropyrimidin-2 (1H)-ones by Grindstone Technique and Evaluation of Their Biological Properties[J].J Chem Pharm Res,20113(06):1089-1096. |
| [4] | 刘举;敬春艳;汪洋.新型3,6-二芳基吡唑并[1,5-a]嘧啶类化合物的合成[J].应用化学,201330(12):1494-1496. |
| [5] | 肖立伟.偏钒酸铵催化合成2-芳基取代苯并噁唑[J].有机化学,201131(06):878-880. |
| [6] | 罗东;高美香;毛丽秋.NaY型沸石分子筛催化环己胺氧化制备环己酮肟[J].应用化学,201330(12):1443-1448. |
| [7] | Fan X S;Wang Y Y;Qu Y Y.Tandem Reactions Leading to Bicyclic Pyrimidine Nucleosides and Benzopyran-4-ones[J].Journal of Organic Chemistry,201176(03):982-985. |
| [8] | Dalinger I L;Vatsadse I A;Shevelev S A.Liquid-phase Synthesis of Combinatorial Libraries Based on 7-Trifluoromethyl-substituted Pyrazolo[1,5-a]pyrimidine Scaffold[J].Journal of Combinatorial Chemistry,20057(02):236-245. |
| [9] | Marcotte F A;Rombouts F J R;Lubell W D.Diversity-oriented Synthesis of Functionalized Pyrrolo[3,2-d]pyrimidines with Variation of the Pyrimidine Ring Nitrogen Substituents[J].Journal of Organic Chemistry,200368(18):6984-6987. |
| [10] | Iwai S;Shimizu M;Kamiya H.Synthesis of a Phosphoramidite Coupling Unit of the Pyrimidine (6-4) pyrimidone Photoproduct and Its Incorporation into Oligodeoxynucleotides[J].Journal of the American Chemical Society,1996118(32):7642-7643. |
| [11] | Beck J R;Yahner J A.Synthesis of[l]Benzothieno[3,2-d]pyrirnidine Derivatives[J].Journal of Organic Chemistry,197338(14):2450-2452. |
| [12] | Joseph J K;Jain S L;Singhal S.Efficient Synthesis of 3,4-Dihydropyrimidinones in 1-n-Butyl-3-methylimidazolium Tetrachloroindate (BMI InCl4)[J].Industrial and Engineering Chemistry Research,201150:11463-11466. |
| [13] | 杨水金;童文龙.磷钨钼酸催化合成4-苯基-6-甲基-5-乙氧羰基-3,4-二氢嘧啶-2(H)-酮[J].化工中间体,2007(01):22-24. |
| [14] | Bhorodwaj S K;Dutta D K.Heteropoly Acid Supported Modified Montmorillonite Clay:an Effective Catalyst for the Esterification of Acetic Acid with Sec-butanol[J].Appl Catal A:fen,2010378(2,30):221-226. |
| [15] | Izumi Y;Hisano K;Hida T.Acid Catalysis of Silica-included Heteropolyacid in Polar Reaction Media[J].Applied Catalysis A:General,1999181:277-282. |
| [16] | Yu L;Huang Y K;Duan G B.Catalytic Synthesis of n-Butyl Methacrylate with H4SiW6 Mo6 O40/SiO2[J].Adv Mater Res,2013631/632:135-139. |
| [17] | Izumi Y;Ono M;Kitagawa M.Silica-included Heteropoly Compounds as Solid Acid Catalysts[J].Micropor Mat,19955(04):255-262. |
| [18] | Jermy B R;Pandurangan A.Synthesis of Geminal Diacetates(Acylals) Using Heterogeneous H3 PW12O40 Supported MCM-41 Molecular Sieves[J].CATALYSIS COMMUNICATIONS,20089(05):577-583. |
| [19] | Sui C H;Li C;Guo X H.Facile Synthesis of Silver Nanoparticles-modified PVA/H4SiW12O40 Nanofibers-based Electrospinning to Enhance Photocatalytic Activity[J].Applied Surface Sinence,2012258(18):7105-7111. |
| [20] | Yang S J;Xu Y L;Huang Y K.Photocatalytic Degradation of Methyl Violet with TiSiW12O40/TiO2[J].INTERNATIONAL JOURNAL OF PHOTOENERGY,2013:ArticleID191340. |
| [21] | Lei P X;Chen C C;Yang J.Degradation of Dye Pollutants by Immobilized Polyoxometalate with H2O2 Under Visible-Light Irradiation[J].Environmental Science and Technology,200539(21):8466-8474. |
| [22] | Sepúlveda J H;Yori J C;Vera C R.Repeated use of Supported H3PW12O40 Catalysts in the Liquid Phase Esterification of Acetic Acid with Butanol[J].Appl Catal A:G en,2005288(1/2):18-24. |
| [23] | 余富朝;严胜骄;林军.无溶剂反应在杂环合成中的应用进展[J].有机化学,201030(10):1421-1430. |
| [24] | Chowdhury S;Nandi G C;Samai S.Regioselective Synthesis of Tetrahydrothiochromen-5-ones via a One-Pot ThreeComponent Solvent-Free Domino Protocol[J].Organic Letters,201113(14):3762-3765. |
| [25] | 肖立伟;李慧章;刘卉闵.无溶剂微波辐射下的Knoevenagel缩合反应[J].河北大学学报（自然科学版）,200323(02):167-169. |
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