- One step liquid phase heterogeneous synthesis of phenytoin over MgAl calcined hydrotalcites
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Heterogeneous liquid phase synthesis of phenytoin (5,5-diphenylhydantoin) was carried out over MgAl calcined hydrotalcites for the first time under environmental friendly conditions. The catalytic activity results showed very high conversion (80-95%) and selectivity (90-95%) of the desired product phenytoin over MgAl calcined hydrotalcites. The calcined hydrotalcites can be recycled without further loss in the activity and the possible mechanism of the reaction is also proposed.
- Sachdev, Divya,Dubey, Amit
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- Mechanistic Studies in the Chemistry of Urea. Part 4. Reactions of Urea, 1-Methylurea, and 1,3-Dimethylurea with Benzil in Acid Solution
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In acid solution benzil reacts with urea and with 1-methylurea to give the bicyclic products (2) and (3b) and with 1,3-dimethylurea to give 1,3-dimethyl-5,5-diphenylhydantoin (5).The initial step in the reaction is attack by urea on protonated benzil to g
- Butler, Anthony R.,Leitch, Elizabeth
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- Synthesis of Glycoluril using Urea Phosphate
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Abstract: Glycolurils are building blocks for the synthesis of cucurbiturils that are important host materials for several applications. Glycolurils are prepared conveniently by the condensation of 1,2-diketones with urea using an acid as catalyst. Herein, we report a facile method of synthesis of various glycolurils using urea phosphate and 1,2-diketones.
- Karpagalakshmi, K.,Lakshminarayanan, P.,Prakash, R.,Ramalakshmi, S.,Selvapalam, N.,Usha, G.,Yang, C.
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p. 1988 - 1992
(2022/01/24)
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- Synthesis of glycolurils and hydantoins by reaction of urea and 1, 2-dicarbonyl compounds using etidronic acid as a “green catalyst”
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Most of the known methods for the synthesis of heterocyclic compounds have disadvantages, such as a long reaction time and aggressive conditions. We have developed a new, rather simple and efficient method for the synthesis of a number of glycoluryls and hydantoins in water using a etidronic acid (HEDP) as “Green catalyst.” So, for the first time, the condensation reaction of ureas with 1, 2-dicarbonyl compounds was carried out in the presence of HEDP. Also based on NMR studies, a chemism of these reactions, which is stepwise, is proposed. It has been established that the optimal conditions for the synthesis of glycoluryls and hydantoins using HEDP are: temperature 80°C-90°C, 40-20 minutes, and the ratio of urea and HEDP is 1:1. In all cases, the remaining aqueous filtrate containing HEDP after the reaction can be reused for other cycles synthesis of glycoluril and other compounds, because HEDP is not converted during the reaction.
- Bakibaev, Abdigali A.,Uhov, Artur,S. Malkov, Victor,Yu. Panshina, Svetlana
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p. 4262 - 4270
(2020/10/02)
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- Rapid and scalable synthesis of chiral porphyrin cage compounds
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An improved and scalable synthetic route to chiral porphyrin cage compounds, which will be used as catalytic machines for the encoding of information into polymers, has been developed. The porphyrin cage was made chiral by introducing one or two nitro gro
- Gilissen, Pieter J.,Swartjes, Anne,Spierenburg, Bram,Bruekers, Jeroen P.J.,Tinnemans, Paul,White, Paul B.,Rutjes, Floris P.J.T.,Nolte, Roeland J.M.,Elemans, Johannes A.A.W.
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p. 4640 - 4647
(2019/07/12)
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- Oxidation of Thioamides to Amides with Tetrachloro- and Tetrabromoglycolurils
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Tetrabromo- and tetrachloroglycolurils have been shown to act as good oxidants capable of converting thioamides to the corresponding amides. This approach offers such advantages as good yields (81–99%), short reaction times (10–25 min), simple workup procedure, and environmental safety.
- Arrous, S.,Boudebouz, I.,Parunov, I. V.
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p. 1874 - 1877
(2020/02/03)
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- A novel dansyl-appended glycoluril-based fluorescence sensor for silver ions
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Tetra-dansylated diphenyl glycoluril has been synthesized and evaluated for ionic recognition. The synthesized molecular receptor shows selective response to silver ions as determined through the enhancement of fluorescence intensity.
- Azam, Amir,Chawla,Pandey, Shubha
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scheme or table
p. 4710 - 4711
(2010/09/20)
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- Synthesis of glycoluril catalyzed by potassium hydroxide under ultrasound irradiation
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Synthesis of the glycolurils catalyzed by potassium hydroxide was carried out in 17-75% yield at 40 °C in EtOH under ultrasound irradiation. Compared to the method using stirring, the main advantage of the present procedure is milder conditions and shorter reaction time.
- Li, Ji-Tai,Liu, Xiao-Ru,Sun, Ming-Xuan
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experimental part
p. 55 - 57
(2010/11/16)
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- Preparation of several active N-chloro compounds from trichloroisocyanuric acid
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A very simple method for the preparation of several activeN-chloro compounds that have extensive applications in organic synthesis, industry, and medicine has been developed.Tetrachloroglycolurils, chloramine-T, N-chlorosaccharin, N-chlorosuccinimide, N-chlorophthalimide, N,N¢-dichlorophenobarbital,and N,N¢-dichlorobarbital were synthesized by chlorination with trichloroisocyanuric acid under mild reaction conditions at roomtemperature. This method is clean, fast, and efficient; the yields are also good to excellent. Georg Thieme Verlag Stuttgart.
- Shiri, Azam,Khoramabadi-Zad, Ahmad
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experimental part
p. 2797 - 2801
(2010/01/21)
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- Synthesis of some novel tetraimidazolium salts derived from diphenyl- and dimethylglycolurils
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Several new tetrabromo compounds based on diphenyl- and dimethylglycolurils were synthesized. Sequential treatment of these compounds with imidazole, methyl iodide, and sodium tetrafluoroborate gave their corresponding tetra imidazolium salts. Some of the
- Rahimizadeh, Mohammad,Seresht, Esmaeel Rezaei,Golari, Neda,Bakavoli, Mehdi
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scheme or table
p. 639 - 645
(2009/07/25)
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- Condensation reactions of benzils with ureas in ethylene glycol
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Reactions of benzils and urea in ethylene glycol at 180° for 1-2 hours gave 2,4,5-triaryloxazoles as major products and bicyclic imidazoimidazole-2,5-diones as minor products. N-Methylurea and W-phenylurea gave the oxazoles under similar conditions. The solvent seemed to assist the formation of oxazole by eliminating the isocyanate components as ethylene glycol biscarbamates.
- Lee, Chang Kiu,Kim, Sun Hee,Kim, Yong Bun
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p. 1019 - 1024
(2007/10/03)
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- UREAS IN ORGANIC SYNTHESIS. V. REACTIONS OF AROMATIC KETONES AND 1,2-DIKETONES WITH UREAS IN FORMIC ACID
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Urea in formic acid is a general and practical reagent for the reductive aminoformylation of benzophenones and fluoren-9-one in the synthesis of N-diarylmethylformamides, which exhibit antispasmodic activity.With benzophenone in formic acid 1,3-dimethylurea gives a high yield of N-methyl-N-benzhydrylformamide.Urea reacts selectively with benzil and benzoin, forming both the bicyclic bisurea and monocyclic nitrogen-containing heterocycles, depending on the temperature.It was proposed for the first time to use arylmethylenebisureas as reagents in reaction with benzil for the production of 1,5-diphenyl-2,4,6,8-tetraazabicyclooctane-3,7-dione or 2,4,5-triphenylimidazole.
- Bakibaev, A.A.,Yagovkin, A.Yu.,Filimonov, V.D.
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p. 1326 - 1331
(2007/10/02)
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- Binding of Dihydroxybenzenes in a Synthetic Molecular Clip. Effect of Hydrogen Bonding and ?-Stacking
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A synthetic host, which can easily be assembled starting from urea and benzil, selectively binds resorcinol by hydrogen bonding and ?-stacking.
- Sijbesma, Rint P.,Kentgens, Arno P. M.,Nolte, Roeland J. M.
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p. 3199 - 3201
(2007/10/02)
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- REACTIONS OF BIS-1,2-DIKETONES. III. REGIOSELECTIVE BICYCLIZATION OF BIS-1,2-DIKETONES WITH UREA
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A new bicyclization reaction with urea in an acidic medium was realized in the series of aromatic bis-1,2-diketones PhCOCOArCOCOPh.Bicyclic bisureas, including structures containing various functional groups, are obtained readily and with high yields on b
- Bakibaev, A. A.,Savchenko, T. I.,Filimonov, V. D.,Yagovkin, A. Yu.,Novikov, A. N.
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p. 2331 - 2334
(2007/10/02)
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