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1.
5-(吲哚基-3-次甲基)(硫代)巴比妥酸的合成 总被引:1,自引:0,他引:1
以冰乙酸为催化剂,吲哚-3-甲醛与巴比妥酸或硫代巴比妥酸在无水乙醇中进行Knoevenagel缩合,合成了5-(吲哚基-3-次甲基)巴比妥酸或5-(吲哚基-3-次甲基)(硫代)巴比妥酸,其结构经1H NMR和IR表征. 相似文献
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以冰乙酸为催化剂,将取代吡唑甲醛和巴比妥酸或硫代巴比妥酸在无水乙醇中进行Knoevenagel缩合反应,合成了6个5-(取代吡唑基-4-次甲基)(硫代)巴比妥酸。标题化合物经IR、1^HNMR、元素分析确证结构。 相似文献
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室温离子液体促进的5-亚芳基巴比妥酸衍生物的合成 总被引:1,自引:0,他引:1
在室温离子液体1-丁基-3-甲基咪唑四氟硼酸盐([bmim]BF4)存在下, 采用室温研磨和微波辐射的方法, 由芳香醛和巴比妥酸或硫代巴比妥酸经Knoevenagel缩合反应, 制备了相应的5-亚芳基巴比妥酸或5-亚芳烃基硫代巴比妥酸衍生物. 在室温研磨条件下反应2 h, 产率为78%~96%, 在微波辐射功率为160 W时反应20 s, 产率为82%~98%, 产物结构经1H NMR确证. 相似文献
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巴比妥酸与芳香醛的固相反应研究 总被引:10,自引:0,他引:10
固相有机化学反应作为绿色化学的重要组成部分是近年来发展起来的新领域 [1,2 ] .固相有机化学反应中 ,反应物分子受晶格的控制 ,运动状态受到很大限制 ,因此表现出比溶液更高的反应效率及反应选择性[3~ 6] .巴比妥酸具有生理活性 ,且有较高的化学反应活性 ,尤其是 C5位的氢 ,由于受相邻两个羰基的吸电子作用而具有较强的酸性 ( p H=4.0 0 ) .因此 ,巴比妥酸与芳香醛易发生 Knoevenagel型缩合反应 ,生成 C5取代的衍生物 - 5 -亚烃基巴比妥酸 .这类缩合反应在溶液中很容易发生 [7,8] ,近年来又发现在蒙脱土 KSF存在下 [9] 及无载体条件下… 相似文献
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An efficient one‐pot approach to the synthesis of 5,7,8,9,9a,10‐hexahydro‐8‐thioxopyrido[2,3‐d : 6,5‐d′]dipyrimidine‐2,4,6(1H,3H,5aH)‐triones 5 via a four‐component reaction of an aldehyde 1 , an amine 2 , a barbituric acid 3 , and thiouracil ( 4 ) is reported for the first time. This new multicomponent reaction is accomplished in refluxing EtOH in the presence of tungstophosphoric acid (H3PW12O40) as a catalyst. A variety of hexahydropyrido[2,3‐d : 6,5‐d′]dipyrimidinetrione derivatives were successfully synthesized in excellent yields with this protocol (Table 2). 相似文献
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An Efficient One‐pot Synthesis of Novel Spiro Cyclic 2‐Oxindole Derivatives of Pyrimido[4,5‐b]Quinoline,Pyrido[2,3‐d:6,5‐d′]Dipyrimidine and Indeno[2′,1′:5,6]Pyrido [2,3‐d]Pyrimidine in Water 下载免费PDF全文
Amr Mohamed Abdelmoniem Huwaida M. E. Hassaneen Ismail Abdelshafy Abdelhamid 《Journal of heterocyclic chemistry》2016,53(6):2084-2090
A novel and facile one‐pot synthesis of spiro cyclic 2‐oxindole derivatives of pyrimido[4,5‐b]quinoline‐4,6‐dione, pyrido[2,3‐d:6,5‐d′]dipyrimidine‐2,4,6‐trione, and indeno[2′,1′:5,6]pyrido [2,3‐d]pyrimidine employing 6‐aminothiouracil (or 6‐aminouracil), isatin, and cyclic 1,3‐diketone (e.g. 1,3‐indanedione, dimedone, or barbituric acid) has been developed. 相似文献
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A series of novel 5‐(2,3,4,5‐tetrahydro‐1H‐chromeno[2,3‐d]pyrimidin‐5‐yl)pyrimidione derivatives have been synthesized from substituted salicylaldehydes and barbituric acid or 2‐thiobarbituric acid in water catalyzed by phase transfer catalysis of triethylbenzyl ammonium chloride (TEBA). Elemental analysis, IR, 1H NMR, and 13C NMR elucidated the structures of all the newly synthesized compounds. In vitro antimicrobial activities of synthesized compounds have been investigated against Escherichia coli, Bacillus subtilis, Staphylococcus aureus, and Pseudomonas aeruginosa. These newly synthesized derivatives exhibited significant in vitro antibacterial activity. 相似文献
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A Convenient Synthesis of 2H‐Pyran‐2‐ones,Fused Pyran‐2‐ones,and Pyridones Bearing a Thiazole Moiety 下载免费PDF全文
Samir Bondock Abd El‐Gaber Tarhoni Ahmed A. Fadda 《Journal of heterocyclic chemistry》2014,51(1):249-255
The versatile enaminonitrile, 2‐cyano‐3‐(dimethylamino)‐N‐(4‐phenylthiazol‐2‐yl)‐acrylamide ( 2 ), reacts with some C,O‐binucleophiles (acetylacetone and dimedone) in refluxing acetic acid to afford the pyranone 4 , the chromene 6 derivatives, and with C,N‐binucleophiles (2‐(benzothiazol‐2‐yl)acetonitrile and 2‐(1H‐benzimidazol‐2‐yl)acetonitrile) to afford the respective 1H‐pyrido[2,1‐b]benzothiazole 8 and pyrido[1,2‐a]benzimidazole 10 derivatives. Similar treatment of 2 with phenol, resorcinol, α‐naphthol and β‐naphthol in boiling acetic acid gave the coumarin derivatives 12 , 14 , 16 , and 18 , respectively. The utility of enaminonitrile 2 for the synthesis of 6H‐pyrano[3,2‐d]isoxazole 20 , pyrano[2,3‐c]pyrazole 22 , and pyrano[2,3‐d]pyrimidine 24 derivatives was also explored via its reaction with 3‐phenylisoxazol‐5(4H)‐one, 3‐methyl‐1‐phenyl‐1H‐pyrazol‐5(4H)‐one, and barbituric acid, respectively. The mechanistic aspects for the formation of the new compounds were also discussed. 相似文献
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An Efficient Synthesis of Chromeno[2,3‐d]pyrimidine‐2,4‐diones with a Nitroketene‐Aminal Moiety at C(5) by a One‐Pot Four‐Component Reaction 下载免费PDF全文
An efficient and novel synthesis of chromeno[2,3‐d]pyrimidine‐2,4‐dione derivatives with a nitroketene‐aminal moiety at C(5) via four‐component reaction of salicylaldehydes, barbituric acid, diamines, and 1,1‐bis(methylsulfanyl)‐2‐nitroethene in EtOH and in the presence of AcOH is reported. Easy performance, good yields, and easy purification are the main advantages of this method. All structures were confirmed by IR, MS, and 1H‐ and 13C‐NMR, and by X‐ray crystal‐structure analyses. A plausible mechanism for this type of reaction is proposed (Scheme). 相似文献
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Mojtaba Mirhosseini Moghaddam Ayoob Bazgir Akhondi Mohammad Mehdi Ramin Ghahremanzadeh 《中国化学》2012,30(3):709-714
The combination of isatin, barbituric acid, and cyclohexane‐1,3‐dione derivatives in the presence of alum (KAl(SO4)2·12H2O) as a catalyst for 15 min was found to be a suitable and efficient method for the synthesis of spiro[chromeno[2,3‐d]pyrimidine‐5,3′‐indoline]‐tetraones. 相似文献
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The synthesis of 7,8‐dihydro‐5(6H)‐quinolinone ( 3 ) from commercially available 3‐amino‐2‐cyclohexen‐1‐one ( 1 ) and 3‐(dimethylamino)acrolein ( 4 ) in 23% yield avoids the preparation of propynal ( 2 ). Conversion of 5‐(4‐methylphenylsulfonyl)‐6,7,8,9‐tetrahydro‐5H‐pyrido[3,2‐b]azepine ( 12 ) to 6‐(4‐methylphenylsulfonyl)‐1,4,5,6‐tetrahydropyrazolo[3,4‐d]pyrido[3,2‐b]azepine ( 24 ) is described. Removal of the N‐(4‐methylphenylsulfonyl) group with 40% sulfuric acid in acetic acid gave the tricyclic azepine 26. Application of a similar series of reactions to 5‐(4‐nitrobenzoyl)‐6,7,8,9‐tetrahydro‐5H‐pyrido[3,2‐b]‐azepine ( 13 ) afforded 6‐(4‐nitrobenzoyl)‐1,4,5,6‐tetrahydropyrazolo[3,4‐d]pyrido[3,2‐b]azepine ( 25 ). 相似文献
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Nano‐Zn[2‐boromophenylsalicylaldiminemethylpyranopyrazole]Cl2 (nano‐[Zn‐2BSMP]Cl2) as a novel nanostructured Schiff base complex was prepared and characterized using several techniques. Nano‐[Zn‐2BSMP]Cl2 was used as an effective catalyst for the preparation of some pyrano[2,3‐d]pyrimidinedione derivatives by the multicomponent reaction of malononitrile, aryl aldehydes and barbituric acid derivatives. The novelty and efficiency of nano‐[Zn‐2BSMP]Cl2 as a catalyst, in comparison with some other reported catalysts, for this synthetic transformation are the main features of this work. 相似文献
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Hanafi H. Zoorob Mohamed A. Ismail Lucjan Strekowski 《Journal of heterocyclic chemistry》2001,38(2):359-363
A sodium derivative of 1,3‐dimefhylbarbituric acid or 1,3‐diethyl‐2‐thiobarbituric acid undergoes an efficient monoacylation at C5 by the reaction with ω‐chloroalkanoyl chloride or diacid dichloride in the presence of pyridine in tetrahydrofuran. A nucleophilic displacement of the chlorine in a 5‐chloroacetyl‐bartiburate can be accomplished by using a one‐pot procedure. By contrast, a similar transformation of a 5‐(chlorobutanoyl)barbituric acid requires intramolecular cyclization in the presence of a nonnucleophilic base followed by treatment with a nucleophile of the resultant 5‐[4,5‐dihydro(3H)‐2‐furylidene]barbiturate. 相似文献
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Ahmet ener M. Kasim ener Ishak Bildmci Rahmi Kasimogullari Yunus Akamur 《Journal of heterocyclic chemistry》2002,39(5):869-875
The 1H‐pyrazole‐3‐carboxylic acid 2 , obtained from the furan‐2,3‐dione 1 and N‐Benzylidene‐N'‐(3‐nitrophenyl) hydrazine, was converted via reactions of its acid chloride 3 with various alcohols or N‐nucleo‐philes into the corresponding ester or amide derivatives 4 or 5 , respectively. Nitrile 6 and anilino‐pyrazole acid 7 derivatives of 2 were also obtained by dehydration of 5a in a mixture of SOCl2 with DMF and reduction of 2 with sodium polysulphide, respectively. While cyclocondensation reactions of 2 or 7 with phenyl hydrazine or hydrazine hydrate and 6 with only anhydrous hydrazine lead to derivatives of pyrazolo[3,4‐d]‐pyridazinone 8 and pyrazolo[3,4‐d]pyridazine amine 9 , respectivel. The reaction of 2 with 2‐hydrazinopyri‐dine provided hydrazono‐pyrazole acid derivative 10 , which was decarboxylated to give hydrazono‐pyra‐zole derivative 11 . Pyrazolo[4,3‐d]oxazinone 12 and 2‐quinolyl pyrazolo[3,4‐d]pyridazine 13 derivatives were also prepared by cyclocondensation reactions of 2 with hydroxylamine hydrochloride and 7 with acetaldehyde, respectively. 相似文献