71819-34-6Relevant academic research and scientific papers
The use of aqueous potassium dichloroiodate for the synthesis of ureas
Viana, Gil Mendes,De Sequeira Aguiar, Lúcia Cruz,De Araújo Ferr?o, Jonas,Simas, Alessandro Bolis Costa,Vasconcelos, Marcela Guariento
, p. 936 - 940 (2013/03/13)
We report a straightforward and efficient reaction protocol for the syntheses of substituted ureas via treatment of thioureas with aqueous potassium dichloroiodate (KICl2). By tuning the reaction condition, thioureas bearing activated N-aryl substituents may undergo either selective oxidation or sequential oxidation and iodination, forming iodoaryl ureas in the latter case.
Highly efficient synthesis of ureas and carbamates from amides by iodosylbenzene-induced hofmann rearrangement
Liu, Peng,Wang, Zhiming,Hu, Xianming
experimental part, p. 1994 - 2000 (2012/05/05)
A simple and efficient method for the synthesis of 1,3-disubstituted ureas and carbamates from amides by using iodosylbenzene as the oxidant is described. Symmetric and asymmetric ureas and carbamates can be prepared by this procedure in up to 98 % yield. Ureidopeptides can also be prepared in good yield by this method. A simple and efficient method for the synthesis of 1,3-disubstituted ureas and carbamates from amides by using iodosylbenzene as the oxidant is described. By using this method, heterocyclic products can be easily obtained in excellent yield. Ureidopeptides can also be prepared in good yield by this procedure. Copyright
Chemical library purification strategies based on principles of complementary molecular reactivity and molecular recognition
Flynn, Daniel L.,Crich, Joyce Z.,Devraj, Rajesh V.,Hockerman, Susan L.,Parlow, John J.,South, Michael S.,Woodard, Scott
, p. 4874 - 4881 (2007/10/03)
A new methodology for solution-phase chemical library synthesis and purification is described. This approach applies fundamental properties of complementary molecular reactivity and recognition (CMR/R) as the basis for a general purification strategy. Specifically, parallel solution-phase reactions are purified by resins containing molecular recognition or molecular reactivity functionalities complementary to those of solution- phase reactants, reagents, and byproducts. When used in sequential or simultaneous combinations, various CMR/R resins remove excess reactants, reagents, and byproducts from solution-phase reaction products, which are isolated in purified form by filtration. Where reactions involve the need to remove byproducts or reagents that do not inherently contain sequestrable functionality, sequestration can be effected by the design and use of tagged reactants or reagents containing artificially-imparted molecular recognition functionality. An extension of this methodology utilizes CMR/R resins as the 'quench phase' instead of a liquid-phase workup commonly used in other library purification strategies. Hence, the essential features of complementary molecular reactivity or molecular recognition required for reaction workup are expressed on resins. The CMR/R library purification strategy is general and highly amenable to automation. Examples are illustrated with amine acylations, the Moffatt oxidation, and the reaction of organometallics with carbonyl compounds.
Oxidation of Isothiocyanates to Isocyanates using Dimethyldioxirane; Relevance to Biological Activity of Isothiocyanates
Davidson, Nicola E.,Botting, Nigel P.
, p. 410 - 411 (2007/10/03)
The reaction of organic isothiocyanates with dimethyldioxirane in acetone produces isocyanates in good yields, trapped out as the ureas by reaction with isopropylamine.
α-Haloalkyl Haloformates and Related Compounds 3.1 A Facile Synthesis of Symmetrical and Unsymmetrical Ureas via Chloromethyl Carbamates
Patonay, Tamas,Patonay-Peli, Erzsebet,Zolnai, Laszlo,Mogyorodi, Ferenc
, p. 4253 - 4265 (2007/10/03)
Chloromethyl carbamates were prepared by the reaction of chloromethyl chloroformates with amines and found to produce mono-, symmetrically or unsymmetrically di- and trisubstituted ureas including their N-hydroxy and N-alkoxy derivatives in moderate to good yield.
