synthesis of bis-ureas from bis(o-nitrophenyl) carbonate合成的bis-ureas bis(o-nitrophenyl)碳酸盐.pdfVIP

Molecules 2008, 13, 3192-3197; DOI: 10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Synthesis of Bis-ureas from Bis(o-nitrophenyl) Carbonate Maria-Cristina Turoczi *, Monika Simon, Valentin Badea and Carol Csunderlik “ POLITEHNICA” University of Timisoara, Department of Applied Chemistry and Engineering of Organic and Natural Compounds, 300006 Timisoara, Piata Victoriei 2, Romania * Author to whom correspondence should be addressed; E-mail: cristina_turoczi@; Tel: +40-256-404233; Fax: +40-256-403060. Received: 18 November 2008; in revised form: 28 November 2008 / Accepted: 3 December 2008 / Published: 15 December 2008 Abstract: A general method for the preparation of bis-ureas from bis(o-nitrophenyl) carbonate has been developed. Directional urea synthesis is achieved by sequential amine addition to bis(o-nitrophenyl) carbonate in two steps: in the first step bis(o-nitrophenyl) carbonate is reacted with benzylamine to form benzyl-o-nitrophenyl carbamate; in the second step the carbamate is reacted with a variety of diamines in toluene to yield bis-ureas. Keywords: Bis(o-nitrophenyl) carbonate; Carbamate, Bis-urea. Introduction Bis-urea compounds are well-suited for material science. Bis-urea grafted molecules or polymers give rise to strong hydrogen bonding interactions that have been used to obtain gelling agents [1-5], to structure inorganic materials [6] and also in polymeric assemblies [7, 8]. Also, it has been