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On the Reactivity of N-tert-Butyl-1,2-Diaminoethane: Synthesis of 1-tert-Butyl-2-Imidazoline, Formation of an Intramolecular Carbamate Salt from the Reaction with CO2, and Generation of a Hydroxyalkyl-Substituted Imidazolinium Salt
Heteroatom Chemistry ( IF 0.3 ) Pub Date : 2019-02-05 , DOI: 10.1155/2019/1094173
Kieren J. Evans 1 , Ben Potrykus 1 , Stephen M. Mansell 1
Affiliation  

N-tert-Butyl-1,2-diaminoethane was shown to react rapidly with atmospheric carbon dioxide to generate the zwitterionic ammonium carbamate salt CO2N(H)C2H4N Bu (1). Reaction of N-tert-butyl-1,2-diaminoethane with triethylorthoformate gave 1-tert-butyl-2-imidazoline (2) in 24% yield after fractional distillation, and the hydroxyalkyl-tethered imidazolinium salt [HOC(Me)2CH2NC2H4N(CH)tBu][Cl] (3) was synthesised from the sequential reaction of N-tert-butyl-1,2-diaminoethane with isobutylene epoxide, HCl, and triethylorthoformate.

中文翻译:

关于 N-叔丁基-1,2-二氨基乙烷的反应性:1-叔丁基-2-咪唑啉的合成、与 CO2 反应形成分子内氨基甲酸盐以及生成羟烷基取代的咪唑啉盐

N-叔丁基-1,2-二氨基乙烷显示出与大气中的二氧化碳快速反应生成两性离子氨基甲酸铵盐 CO2N(H)C2H4N Bu (1)。N-叔丁基-1,2-二氨基乙烷与原甲酸三乙酯反应,分馏后以 24% 的收率得到 1-叔丁基-2-咪唑啉 (2),以及羟烷基连接的咪唑啉盐 [HOC(Me)2CH2NC2H4N( CH)tBu][Cl] (3) 由 N-叔丁基-1,2-二氨基乙烷与异丁烯环氧化物、HCl 和原甲酸三乙酯的顺序反应合成。
更新日期:2019-02-05
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