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Information × Registration Number 0211U006202, 0108U000485 , R & D reports Title Nitrogen and Phosphor containing organic compounds. Synthesis, structure and reactivity. popup.stage_title Head Prosanik A.V., Registration Date 01-03-2011 Organization The State Flight Academy of Ukraine popup.description2 The scientific researching work is devoted to the investigation of different kinds of X-N-OAlk geminal systems where X=OC(O)R, OR, Cl, C5H5N+ in such aspects: the development of synthesis methods; the study of their structure and influence on the chemical properties; the creation of its overall reactivity picture; of structure and chemical properties of N-chloro-N-alkoxyamides and their derivatives, the study of possibility of nucleophilic substitution in N-chloro-N-alkoxyamides of overall formula RC(O)N(Cl)OAlk, where R = OAlk', NH2, NHAr, Ar. It was found, that in N-chloro-N-alkoxy-N'-arylureas the nitrogen had pyramidal configuration and N-C bonds were different. In N,N-dialkoxyureas the nitrogen pyramidal configuration and N-C bonds difference had been established. It was shown that in amides RC(O)N(X)OAlk (R=OAlk, NH2, NHAlk, NHAr, N(Alk)2; X=OC(O)R', OR', Cl, N+C5H5) the orbital interaction nO- *N-X is predominant. It is the reason of the anionic mobility of X group. In N-acyloxy-N-alkoxyureas, N-acyloxy-N-alkoxycarbamates, N-chloro-N-alkoxyureas, N,N-dialkoxyureas and N-(1-pyridinium)-N-alkoxyureas the O-N-X group nitrogen pyramidality have been established. In these kinds of amides the amide N-С bonds are different. In N-acyloxy-N-alkoxyureas and N-acyloxy-N-alkoxycarbamates N-OC(O)R bond and N-OAlk bond are different too. First for N-acyloxy-N-alkoxyureas and N-acyloxy-N-alkoxycarbamates the anionic mobility of acyloxy group have been proved and N,N-dialkoxycarbamates have been synthesized. By structure analysis of N-Х-N-methoxyureas (X = Cl, OAc, OMe) and N,N-dis(methoxycarbonyl)-N-methoxyimide it was found that anomeric effect nO(Ме) ?*N-Х was predominant in N-Х-N-methoxyureas. The cyclization of N-chloro-N-alkoxy-N'-arylureas in 1-alkoxybenzimidazolin-2ones by action of sodium acetate have been investigated. It was found thah in N-chloro-N-alkoxy-N'-arylureas the chlorine atom could be replaced by outer nucleophile and N,N-dialkoxy-N'-arylureas formed at alkoholysis in presence of silver trifluoracetate. As found the possibility of isopropanolysis of N-acyloxy-N-alkoxyureas was depended of the alkoxy group nature. In N-alkoxy-N-(1-pyridinium) ureas the increased degree of nitrogen atom pyramidality and non-equivalence of N-C amide bond were established. The extension of N-N+ bond and the shortening of N-OAlk bond were found, which prove that the nO??*N-N+ orbital interaction dominates. Firstly N-(4-N,N-dimethyl-1-pyridinium) N-alkoxybenzamides chlorides were obtained by the reaction of N-chloro N-alkoxybenzamides with 4-N,N-dimethylpyridine. It was shown thah N-chloro-N-alkoxycarbamates could be converted in N,N-dialkoxycarbamates by alkoholysis in presence of silver trifluoroacetate. Product Description popup.authors Голодаєва О.А. Циганков О.В. Штамбург В.Г. popup.nrat_date 2020-04-02 Close