30826-85-8Relevant academic research and scientific papers
Novel synthesis of N, n′-dialkyl cyclic ureas using sulfur-assisted carbonylation and oxidation
Mizuno, Takumi,Nakai, Takeo,Mihara, Masatoshi
, p. 64 - 68 (2009)
The first example of cyclic urea synthesis from secondary amines by the use of sulfur-assisted carbonylation and oxidation was established. By combined sulfur-assisted carbonylation of secondary a, ay diamines under an ambient pressure of carbon monoxide
Efficient solvent-free synthesis of urea derivatives using selenium-catalyzed carbonylation of amines with carbon monoxide and oxygen
Mizuno, Takumi,Nakai, Takeo,Mihara, Masatoshi
experimental part, p. 4251 - 4255 (2011/03/17)
In the presence of a catalytic amount of selenium under ambient pressure of carbon monoxide with oxygen, solvent-free facile synthesis of urea derivatives was developed; the aim is for green and sustainable chemistry. For example, N,N-dimethylethylenediamine (20 mmol) successfully afforded 1,3- dimethylimidazolidin-2-one (DMI) in 74% yield (1487% based on Se) using selenium catalyst (5 mol%) under mixed gas (CO/O2, 2:1) at 0.1 MPa, 20 C without any additive or solvent
Process for producing cyclic ureas
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, (2008/06/13)
A process for producing a cyclic urea is provided. The process comprises reacting a diamine expressed by the formula (II) wherein R represents hydrogen atom or a lower alkyl group and R' represent dimethylene group, a lower alkyl group-substituted dimethylene group, trimethylene group, a lower alkyl group-substituted trimethylene group, tetramethylene group, a lower alkyl group-substituted tetramethylene group, but a case where R represents hydrogen atom and R' represent dimethylene group, a case where R represents hydrogen atom and R' represents a lower alkyl group-substituted dimethylene group and a case where R represent methyl group and R' represents dimethylene group are excluded, with phosgene in the presence of a dehydrochlorinating agent. In the process, the diamine is first converted to its hydrochloride, followed by reacting the hydrochloride with phosgene in water solvent while maintaining a pH of the reaction liquid in the range of 5.0 to 8.0 by said dehydrochlorinating agent to obtain a cyclic urea expressed by the formula (I) STR1 wherein R and R' are each as defined above.
Reduction of Cyclic Ureas with Lithium Aluminum Hydride
Bates, Hans Aaron,Condulis, Nicholas,Stein, Nora L.
, p. 2228 - 2229 (2007/10/02)
A series of 1,3-dialkyl-2-imidazolidinones 1 and 1,3-dialklyltetrahydro -2(1H)-pyrimidinones 2 were reduced to the corresponding aminals 3 and 4, respectively, when treated with excess lithium aluminum hydride in ether.The rate of reduction is affected dr
MACROHETEROCYCLES. XV. SYNTHESIS AND ION-SELECTIVE CHARACTERISTICS OF CYCLIC N,N'-DIALKYLUREAS
Bogat-skii, A. V.,Luk'yanenko, N. G.,Kirichenko, T. I.,Limich, V. V.,Karpenko, L. P.
, p. 89 - 95 (2007/10/02)
A convenient method is proposed for the production of cyclic N,N'-dialkylureas by the reaction of cyclic thioureas with alkyl halides in the presence of aqueous alkali and phase-transfer catalysts.It was established that the reaction takes place through the formation of isothioureas with subsequent alkylation of the nitrogen atoms and hydrolytic cleavage of the obtained N,N'-dialkylthiouronium salt.This method was used for the synthesis of macrocyclic N,N'-dimethylpolyoxyethyleneureas.The ion-selective characteristics of the obtained crown compounds were studied.
Cyclic Urea and Thiourea Derivatives as Inducers of Murine Erythroleukemia Differentiation
Li, Chau-der,Mella, Sharon L.,Sartorelli, Alan C.
, p. 1089 - 1092 (2007/10/02)
A series of derivatives of tetramethylurea, a known inducer of the differentiation of Friend erythroleukemia cells, has been synthesized and tested for its capacity to induce erythroid maturation, as measured by the synthesis of hemoglobin.Cyclic urea and thiourea derivatives consisting of five-, six-, and seven-membered ring systems containing N-alkyl substituents were prepared.Most of these agents were relatively effective inducers of differentiation, with N-alkyl substitution appearing to be essential for maximum response.The most potent agents developed wereN,N'-dimethyl cyclic ureas.Exposure to concentrations of 2 to 4 mM of these derivatives resulted in more than 90percent of the cell population achieving a differentiated state.Under these conditions, the parent compound, tetramethylurea, was slightly less efficacious, causing differentiation of only 68percent of the population at its maximum effective level of 4 mM.
