100953-84-2Relevant academic research and scientific papers
Method for preparing symmetric urea compound
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Paragraph 0038-0043; 0104-0109, (2020/03/25)
The invention provides a novel reaction system for synthesizing a symmetric urea compound by taking CO2 as a carbonylation reagent, wherein Lewis base and hydrosilane are used as accelerators and efficiently enable an aromatic/aliphatic primary amine compound to react with normal-pressure CO2 to generate corresponding symmetric urea compounds containing different functional groups under mild conditions (100 DEG C, diglyme). According to the method, normal-pressure CO2 is used as an environmentally-friendly non-toxic carbonylation reagent, and cheap Lewis base and PMHS (industrial silicon waste) are used as accelerators, so that the use of toxic carbonylation reagents, isocyanate, high-pressure CO2, expensive dehydrating agents and precious metals is avoided, purification and separation ofintermediates are not needed, pure products can be obtained only through simple suction filtration and separation after the reaction is finished, and the method is an efficient and novel synthesis method and has high industrial application value.
Synthesis of Urea Derivatives from CO2 and Silylamines
Xu, Maotong,Jupp, Andrew R.,Ong, Maegan S. E.,Burton, Katherine I.,Chitnis, Saurabh S.,Stephan, Douglas W.
, p. 5707 - 5711 (2019/04/16)
A series of thirty-three N,N′-diaryl, dialkyl, and alkyl-aryl ureas have been prepared in pyridine or toluene by reaction of silylamines with CO2. This protocol is shown to provide facile access to 13C-labeled ureas, as well as chiral and macrocyclic ureas. These reactions proceed through initial generation of the corresponding silylcarbamates, which subsequently react with silylamine under thermal conditions to afford the thermodynamically favored urea and disilyl ether.
Concise and Additive-Free Click Reactions between Amines and CF3SO3CF3
Song, Hai-Xia,Han, Zhou-Zhou,Zhang, Cheng-Pan
supporting information, p. 10907 - 10912 (2019/08/02)
Trifluoromethyl trifluoromethanesulfonate has proved to be an excellent reservoir of difluorophosgene and a promising click ligation for amines in the preparation of urea derivatives, heterocycles, and carbamoyl fluorides under metal- and additive-free conditions. The reactions are rapid, efficient, selective, and versatile, and can be performed in benign solvents, giving products in excellent yields with minimal efforts for purification. The characteristics of the reactions meet the requirements of a click reaction. The use of trifluoromethyl trifluoromethanesulfonate as a click reagent is advantageous over other “CO” sources (e.g., TsOCF3, PhCO2CF3, CsOCF3, AgOCF3, and triphosgene) because this reagent is readily accessible; easy to scale up; and highly reactive, even under metal- and additive-free conditions. It is anticipated that CF3SO3CF3 will be increasingly as important as SO2F2 as a click agent in future drug design and development.
Effective approach to ureas through organocatalyzed one-pot process
Wang, Mingliang,Han, Jilai,Si, Xiaojia,Hu, Yimin,Zhu, Jidong,Sun, Xun
supporting information, p. 1614 - 1618 (2018/03/28)
An efficient approach to N, N′-unsymmetrically substituted ureas 9 has been developed through the ammonolysis process of N-Boc protected anilines 7 with amines prompted by 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD). Moreover, a convenient protocol for the
Synthesis, biological characterisation and structure activity relationships of aromatic bisamidines active against Plasmodium falciparum
Sauer,Skinner-Adams,Bouchut,Chua,Pierrot,Erdmann,Robaa,Schmidt,Khalife,Andrews,Sippl
, p. 22 - 40 (2016/12/30)
Malaria is one of the most significant tropical diseases and remains a major challenge due to the lack of a broadly effective vaccine and parasite resistance to current drugs. This means there is a need for new drug candidates with novel modes of action.
Catalytic oxidative carbonylation of arylamines to ureas with W(CO) 6/I2 as catalyst
Zhang, Li,Darko, Ampofo K.,Johns, Jennifer I.,McElwee-White, Lisa
experimental part, p. 6261 - 6268 (2011/12/04)
The oxidative carbonylation of aniline to N,N'-diphenylurea was carried out by using W(CO)6 as the catalyst, I2 as the oxidant, CO as the carbonyl source and 4-(dimethylamino)pyridine (DMAP) as base. The reaction conditions were optimized with respect to different bases, molar ratio of DMAP/iodine, temperature, time, and CO pressure. Various p-substituted arylamines can be converted into the respective symmetrical and unsymmetrical N,N'-disubstituted ureas in moderate to good yields. The reaction demonstrated broad tolerance of functionality.
