77429-90-4Relevant academic research and scientific papers
Synthesis method of 1,4-bis(p-toluenesulfonyl)-7-benzoyl trinitrocyclononane
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Paragraph 0014-0021, (2021/09/29)
The invention discloses a synthesis method of 1,4-bis(p-toluenesulfonyl)-7-benzoyl trinitrocyclononane, which comprises the following steps of: By taking N-benzoyl-O,O-p-toluenesulfonyl-diethanol amine and N,N'-bis(p-toluenesulfonyl)ethylenediamine as substrates and anhydrous potassium carbonate or anhydrous sodium carbonate as an acid-binding agent, carrying out two-phase reaction in a two-phase solvent of toluene or xylene and water to obtain the 1,4-bis(p-toluenesulfonyl)-7-benzoyl triazacyclononane. The molar ratio of the N-benzoyl-O,O-p-toluenesulfonyl-diethanol amine to the N,N'-di(p-toluenesulfonyl)ethylenediamine is 1:(1-1.05), the molar ratio of the acid-binding agent to the N-benzoyl-O,O-p-toluenesulfonyl-diethanol amine is (3-5):1, the reaction temperature is 90-100 DEG C, and the reaction time is 5-20 hours. The highest reaction yield can reach 85% or above, the reaction product can reach 96% or above without refining, and the synthesis requirements of various organic ligands are completely met. The process provided by the invention improves the intrinsic safety of the technological process, reduces the production and management cost, and has the advantages of mild reaction conditions and low production cost.
Synthesis of Selectively Protected Tri- and Hexaamine Macrocycles
Martin, Andrea E.,Ford, Thomas M.,Bulkowski, John E.
, p. 412 - 415 (2007/10/02)
A general route to tri- and hexaamine macrocycles containing selectively protected diethylenetriamine units has been developed.Condensation of the N'-benzoyl-N,N"-bis(p-tolylsulfonyl)diethylenetriamine N,N"-disodium salt with bissulfonate esters of two-, four-, and six-carbon diols at high reactant concentrations gave the corresponding 9- and 18- (85percent and 1percent), 11- and 22- (30percent and 20percent), and 13- and 26- (56percent and 17percent) membered tri- and hexaamine macrocycles, respectively.The benzoyl group was selectively removed with potassium tert-butoxide in ca. 90percent yield, and the macrocycles were conveniently separated by chromatography.Details of the synthetic procedures and characterization of the new selectively protected tri- and hexaamine macrocycles are described.
