溴甲基取代甘脲二醚的合成与晶体结构表征

Syntheses and Crystal Characterizations of Bromomethyl Substituted Glycoluril Diether

以溴代丁二酮为原料,分别从加料方式、酸度、原料摩尔比等方面优化了溴甲基取代甘脲的合成工艺。在溴代丁二酮与尿素的摩尔比为1∶5、加入水-乙醇混合溶剂、搅拌24h后加入溶剂体积2.5%的三氟乙酸、反应48h条件下,产率达60.8%。相对文献[10],本法产率提高了20%~30%。并利用溴甲基取代甘脲与多聚甲醛在氢溴酸-冰乙酸体系下75℃恒温反应1h,得溴甲基取代甘脲二醚,产率达65.5%。在利用核磁共振技术对化合物的结构及性能进行检测和表征的同时,使用X射线单晶衍射技术确定了其中两个化合物的晶体结构。

In this paper,the optimum syntheses processing of bromomethyl substituted glycoluril from 1,4-dibromo-2,3-butanedione was studied. The optimum test conditions were as follows： molar ratio of bromo-diacetyl to urea being 1∶ 5,the mixture of alcohol and water as solvent,stirring the system for 24 h,then adding trifluoroacetic acid 2. 5% volume fraction and keeping the reaction last for 48 h,under these conditions the yield can be up to60. 8%. The bromomethyl substituted glycoluril diether was synthesized by bromomethyl substituted glycoluril and paraformaldehyde in hydrobromic acid-ice acetic acid system under 75℃. The reaction time was 1h and the yield was 65. 5%. The yields of the two mentioned compounds were increased by 20% ~ 30% compared to literature. The composition and structure of the compounds were determined by1 H NMR and X ray single-crystal diffraction.