61843-91-2Relevant academic research and scientific papers
A synthetic N, N '-di-substituted ureas method
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Paragraph 0170-0173, (2016/11/17)
The invention discloses a method for synthesizing N,N'-disubstituent urea. The method comprises the following steps: adding N-substituent urea, a metal iridium, rhodium or ruthenium complex catalyst, an alkali, a compound alcohol and a solvent (or no solvent) to a reaction container; reacting at 90-130 DEG C for a plurality of hours and cooling the reaction mixture to room temperature; carrying out rotary evaporation to remove the solvent, and then separating through a column, so as to obtain a target compound. Compared with the prior art, N,N'-disubstituent urea which is obtained by regional selective alkylation reaction between commercial or easily synthesized N-substituent urea and the alcohol reflects and displays three significant advantages: 1) the alcohol which is nearly non-toxic is utilized as an alkylating reagent; 2) just water is generated as a by-product in the reaction, and harm to environment is not generated; 3) reaction atom economy is high. Therefore, the reaction accords with the requirements of green chemistry, and has a broad development prospect.
A facile synthesis of unsymmetrical ureas
Bogolubsky, Andrey V.,Ryabukhin, Sergey V.,Pipko, Sergey E.,Lukin, Oleg,Shivanyuk, Alexander,Mykytenko, Dmytro,Tolmachev, Andrey
, p. 3619 - 3623 (2011/06/21)
A facile and versatile method for the synthesis of unsymmetrical ureas from readily available reagents is reported. In the first step trifluoroethylchloroformate is reacted with a stoichiometric amount of a primary amine to give an intermediate trifluoroethyl carbamate. The addition of a second amine (primary or secondary) to the trifluoroethyl carbamate furnishes corresponding unsymmetrical ureas in 75-85% yield. A simple workup procedure, the high yields obtained, and the purity of the isolated products are suitable for the parallel synthesis of combinatorial libraries of unsymmetrical ureas with high structural and functional diversity.
Trapping! of isocyanates with benzotriazole in situ - Preparation of carbamoyl benzotriazoles as an isocyanate alternative via curtius rearrangement
Zhong, Zhiyun,Wang, Xiaoxia,Kong, Lichun,Zhu, Xiangming
experimental part, p. 2461 - 2464 (2010/01/07)
N-Aryl and N-alkenyl carbamoyl benzotriazoles were prepared in good to excellent yields from acyl azides and benzotriazole via Curtius rearrangement, while N-alkylcarbamoyl benzotriazoles were formed from N-alkanoyl benzotriazoles and sodium azide in one
Kinetics and mechanism of the aminolysis of aryl N-ethyl thiocarbamates in acetonitrile
Oh, Hyuck Keun,Park, Jie Eun,Sung, Dae Dong,Lee, Ikchoon
, p. 9285 - 9288 (2007/10/03)
The aminolysis of aryl N-ethyl thiocarbamates (EtNHC(=O)SC 6H4Z) with benzylamines (XC6H 4-CN2NH2) in acetonitrile at 30.0 °C is investigated. The rates are faster than the corresponding values for aryl N-phenyl thiocarbamates (PhNHC(=O)SC6H4Z), reflecting a stronger push to expel the leaving group by EtNH than the PhNH nonleaving group in a concerted process. The negative ρXZ (-0.86) and failure of the reactivity-selectivity principle found are consistent with the concerted mechanism. The kinetic isotope effects involving deuterated nucleophiles (k H/kD = 1-5-1.7) and low ΔH? with large negative ΔS? values suggest a hydrogen bond cyclic transition state.
Synthesis and rheological behavior of cross-linkable poly[N-(methacryl-2-ethyl)-N′-(3-amino(1,2,4-triazole-2-yl))urea-co-methyl methacrylate]
Gloeckner, Patrick,Osterhold, Michael,Ritter, Helmut
, p. 2050 - 2054 (2007/10/03)
A copolymer poly[N-(methacryl-2-ethyl)-N′-(3-amino(1,2,4-triazole-2-yl) urea)-co-methyl methacrylate] (1) with a low Mn value of about 1300 was prepared via free radical polymerization from the corresponding monomers N-methacrylethyl-N′-triazoyl urea (2) and methyl methacrylate (3). The complex viscosity of a solution of i in N-methyl pyrrolidone decreases with increasing temperature up to 32 °C at the beginning and then passes a minimum at 38 °C. At higher temperatures of about 53 °C, it decreases again. DSC measurements of this solution indicates phase transitions because of two endothermic signals from 32 to 44 °C and from 53 to 74 °C. Furthermore, the copolymer 1 starts to cross-link rapidly above 130 °C. The mechanism of this cross-linking reaction is discussed with respect to a back-formation of isocyanate intermediate that reacts with nucleophiles.
