52460-98-7Relevant academic research and scientific papers
Efficient Green Synthesis and Computational Chemical Study of Some Interesting Heterocyclic Derivatives as Insecticidal Agents
Fahmy,Rizk,Hemdan,El-Sayed,Hassaballah
, p. 2545 - 2555 (2018/09/27)
A series of 5,5-diarylhydantoin (Dilantin) 3, 4, and 7, imidazole 1, 2, 5, 6, 8, and 9, thiazole 10–12, triazinthione 13, 15, 16, and 17, and thiadiazine 14 derivatives, containing diverse hydrophobic groups, were green synthesized through one-pot stepwise reaction of aromatic aldehydes, vitamin B1, and nitrogen nucleophiles, for example, urea, thiourea, and thiosemicarbazide using grinding technique as well as conventional thermal methods. Such synthesized compounds have potent insecticidal activities; for example, compounds 4, 6, and 17 exhibited the highest insecticidal activity against both Plutella xylostella and Helicoverpa armigera with minimum inhibitory concentration values at 500?μg/mL and LD50 activities at 50?μg/mL. The density functional theory was then applied to explore the structural and electronic characteristics of these compounds. All the synthesized compounds have been characterized based on their elemental analyses and spectral data.
Synthesis of hydantoins, thiohydantoins, and glycocyamidines under solvent-free conditions
Hashmi, Imran Ali,Aslam, Afshan,Ali, Syed Kashif,Ahmed, Viqar-Uddin,Ali, Firdous Imran
experimental part, p. 2869 - 2874 (2010/11/05)
Hydantoins, thiohydantoins, and glycocyamidines have been prepared in moderate to excellent yields at room temperature under solvent-free conditions. 3N-amino and carboamide derivatives of hydantoin (7-8) were prepared in single step by condensing benzil with semicarbazide and biuret respectively.
Versatile access to benzhydryl-phenylureas through an unexpected rearrangement during microwave-enhanced synthesis of hydantoins
Muccioli, Giulio G.,Wouters, Johan,Poupaert, Jacques H.,Norberg, Bernadette,Poppitz, Wolfgang,Scriba, Gerhard K. E.,Lambert, Didier M.
, p. 3599 - 3602 (2007/10/03)
(Equation presented) A new access to benzhydryl-phenylureas is described. These new interesting urea derivatives were obtained by reaction of substituted benzils with substituted phenylureas under microwave irradiation. Phenylthiourea, when reacted with benzil, gave 3-phenyl-thiohydantoin. Moreover, benzylurea, as phenethylurea, gave the corresponding 3-substituted hydantoin derivatives, demonstrating that only phenylurea derivatives can result in benzhydryl-phenylureas under the applied conditions. This new reaction proved to be an easy access to substituted 1-benzhydryl-3-phenyl-ureas.
Mechanistic Studies in the Chemistry of Thiourea. Part 1. Reaction with Benzil Under Alkaline Conditions
Broan, Christopher J.,Butler, Anthony R.,Reed, David,Sadler, Ian H.
, p. 731 - 740 (2007/10/02)
Benzil reacts under alkaline conditions with 1,3-dimethylthiourea to form 4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione (1); with 1-methylthiourea to form 3-methyl-5,5-diphenyl-2-thiohydantoin (9); and with thiourea to form both the corresponding hydantoin and 3a,7a-diphenyltetrahydroimidazoimidazole-2,5-dithione (19).The use of high field n. m. r. spectroscopy and benzil labelled with carbon-13 in the carbonyl group has permitted delineation of the reaction mechanisms and detection of a number of transient intermediates.
