6333-41-1Relevant academic research and scientific papers
Lanthanum(III) Trifluoromethanesulfonate Catalyzed Direct Synthesis of Ureas from N-Benzyloxycarbonyl-, N -Allyloxycarbonyl-, and N -2,2,2-Trichloroethoxycarbonyl-Protected Amines
Bui, Tien Tan,Kim, Hee-Kwon
supporting information, p. 997 - 1002 (2020/06/17)
A novel lanthanum triflate mediated conversion of N -benzyloxycarbonyl-, N -allyloxycarbonyl-, and N -trichloroethoxycarbonyl-protected amines into nonsymmetric ureas was discovered. In this study, lanthanum triflate was found to be an effective catalyst for preparing various nonsymmetric ureas from protected amines. A variety of protected aromatic and aliphatic carbamates reacted readily with various amines in the presence of lanthanum triflate to generate the desired ureas in high yields. This result demonstrated that this novel lanthanum triflate catalyzed preparation of ureas from Cbz, Alloc, and Troc carbamates can be employed for the formation of various urea structures.
Efficient Direct Halogenation of Unsymmetrical N -Benzyl- and N -Phenylureas with Trihaloisocyanuric Acids
Sanabria, Carlos M.,Costa, Bruno B. S.,Viana, Gil M.,De Aguiar, Lúcia C. S.,De Mattos, Marcio C. S.
, p. 1359 - 1367 (2017/12/26)
A simple and efficient methodology for the direct halogenation of N -phenylureas was developed using trihaloisocyanuric acids in acetonitrile at room temperature. This protocol proved to be effective for the construction of N -phenylureas with different patterns of substitution. Additionally, less reactive N -benzylureas were halogenated in the presence of a mixture of trifluoroacetic acid and acetonitrile at room temperature.
Practical synthesis of N -substituted cyanamides via tiemann rearrangement of amidoximes
Lin, Chia-Chi,Hsieh, Tsung-Han,Liao, Pen-Yuan,Liao, Zhen-Yuan,Chang, Chih-Wei,Shih, Yu-Chiao,Yeh, Wen-Hsiung,Chien, Tun-Cheng
supporting information, p. 892 - 895 (2014/03/21)
A facile and general synthesis of various N-substituted cyanamides was accomplished by the Tiemann rearrangement of amidoximes with benzenesulfonyl chlorides (TsCl or o-NsCl) and DIPEA.
Synthesis and application of a new fluorous-tagged ammonia equivalent
Nielsen, Simon D.,Smith, Garrick,Begtrup, Mikael,Kristensen, Jesper L.
supporting information; experimental part, p. 4557 - 4566 (2010/08/20)
A novel fluorous-tagged ammonia equivalent has been developed. It is based on a nitrogen-oxygen bond, which can be cleaved in a traceless manner by a molybdenum complex or samarium diiodide. The application in the synthesis of ureas, amides, sulfonamides, and carbamates is described. The scope of the fluo-rous N-O linker is exemplified by the synthesis of itopride, a drug used for the treatment of functional dyspepsia. Itopride was synthesized with the aid of fluorous purification methods and the product was isolated in good overall yield, with high purity.
KINETICS OF REACTIONS OF para-SUBSTITUTED PHENYL ISOCYANATES WITH AMINES AND ALCOHOLS
Danihel, Ivan,Barnikol, Falk,Kristian, Pavol
, p. 1662 - 1670 (2007/10/02)
The reaction of para-substituted phenyl isocyanates with amines and alcohols was studied by stopped-flow method.The Hammett correlation obtained showed that the sensitivity of the above mentioned reactions toward substituent effects is the same as that of
Process for the preparation of phenyl ureas
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, (2008/06/13)
A process for the preparation of phenyl ureas, which comprises reacting a nitrobenzene with an amine and carbon monoxide at an elevated temperature in the presence of a palladium catalyst, the amine being supplied continuously or stepwise during the period of the reaction.
