53693-57-5Relevant academic research and scientific papers
Visible-light-promoted oxidative desulphurisation: A strategy for the preparation of unsymmetrical ureas from isothiocyanates and amines using molecular oxygen
Deng, Weiseng,Gan, Ziyu,Jiang, Yuan-Ye,Li, Guoqing,Yan, Qiuli,Yang, Daoshan
supporting information, p. 2956 - 2962 (2020/06/17)
A green and efficient visible-light promoted oxidative desulphurisation protocol has been proposed for the construction of unsymmetrical ureas under mild conditions with broad substrate scope and good functional group tolerance. Most appealingly, the reaction can proceed smoothly without adding any strong oxidants. Control experiments and computational studies support a mechanism involving water-assisted in situ generation of thioureas and photocatalytic oxidative desulphurisation. The present method provides a promising synthesis strategy for the formation of diverse and useful unsymmetrical urea derivatives in the fields of pharmaceutical and synthetic chemistry.
Synthesis of unsymmetrical phenylurea derivatives via oxidative cross coupling of aryl formamides with amines under metal-free conditions
Reddy, Nagireddy Veera,Kumar, Pailla Santhosh,Reddy, Peddi Sudhir,Kantam, Mannepalli Lakshmi,Reddy, Kallu Rajender
, p. 805 - 809 (2015/02/19)
A new synthetic approach for phenylurea derivatives involving the cross coupling of N-aryl formamides with amines through the formation of isocyanate intermediates in the presence of hypervalent iodine reagents is described.
Synthesis of unsymmetrical ureas and S-thiocarbamates under catalyst-free conditions in a [BMIM]BF4 ionic liquid
Hosseinzadeh, Rahman,Tajbakhsh, Mahmood,Aghili, Nora
, p. 175 - 182 (2015/05/27)
Unsymmetrical ureas and Sthiocarbamates were prepared in good to excellent yields by direct condensation of phenylurea with amines and thiols in 1-butyl-3-methylimidazolium tetrafluoroborate ([BMIM]BF4) without the addition of any additives. The [BMIM]BF4 ionic liquid is a mild medium and can be recycled and reused several times.
An efficient and mild protocol for the synthesis of unsymmetrical ureas in the absence of catalyst and additives
Hosseinzadeh, Rahman,Sarrafi, Yaghoub,Aghili, Nora
experimental part, p. 1171 - 1174 (2011/10/04)
A new practical method for the synthesis of unsymmetrical ureas was achieved by reaction of phenylurea with primary and secondary amines under neutral and mild condition in very good yields. The reaction took place in refluxing dioxane and does not require any catalyst or additives.
Scavenge-ROMP-filter: a facile strategy for soluble scavenging via norbornenyl tagging of electrophilic Reagents.
Moore, Joel D,Harned, Andrew M,Henle, Julia,Flynn, Daniel L,Hanson, Paul R
, p. 1847 - 1849 (2007/10/03)
[reaction: see text] A new "chemical tagging" method for homogeneous electrophilic scavenging is described. The method utilizes 5-norbornene-2-methanol to scavenge/tag a variety of electrophiles that are present in excess. Once tagging is complete, the crude reaction mixture is subjected to a rapid ROM polymerization event utilizing the second generation Grubbs catalyst. This process yields a polymer that can be precipitated with methanol or ether/hexane, leaving products in excellent yield and purity.
Synthesis of Nitrogen-Containing Polycycles via Rhodium(II)-Induced Cyclization-Cycloaddition and Insertion Reactions of N-(Diazoacetoacetyl)amides. Conformational Control of Reaction Selectivity
Doyle, Michael P.,Pieters, Roland J.,Taunton, Jack,Pho, Hoan Q.,Padwa, Albert,et al.
, p. 820 - 829 (2007/10/02)
A series of diazoacetoacetamides, when treated with a catalytic quantity of a rhodium(II) carboxylate, were found to afford products derived from both a carbonyl ylide intermediate and intramolecular C-H insertion.With 3-(N-(diazoacetoacetyl)amino)propano
RELATIONSHIPS OF TRANSAMINATION OF SUBSTITUTED UREAS. V. THERMODYNAMICS OF TRANSAMINATION OF DIARYLUREAS BY DIALKYLAMINES
Chimishkyan, A. L.,Gulyaev, N. D.,Leonova, T. V.
, p. 20 - 24 (2007/10/02)
The equilibrium constant of the transamination of N,N'-diarylureas by dialkylamines in o-dichlorobenzene in the range of 120-158 deg C depends significantly on the nature of both reagents.The enthalpy of activation and the entropy of dissociation of diarylureas are proportional to the thermal effect of the transamination of these ureas by diisobutylamine.The same relationships is observed between the enthalpy of activation of the bimolecular reaction of N,N'-diphenylurea with dialkylamines and the enthalpy of the process.The established relationships between the enthalpies of activation and the enthalpy of equilibrium are explained satisfactorily in terms of the Hammond-Thornton model.
RELATIONSHIPS IN THE TRANSAMINATION OF SUBSTITUTED UREAS. TRANSAMINATION OF N,N'-DIPHENYLUREA WITH DIALKYLAMINES
Chimishkyan, A. L.,Leonova, T. V.,Gulyaev, N. D.,Kusakin, M. S.
, p. 2197 - 2203 (2007/10/02)
The kinetics of the transamination of N,N'-diphenylurea by secondary alkylamines (dimethyl-, diethyl-, dibutyl-, diisobutyl-, dihexyl-, and dibenzylamine) and hexamethyleneimine in o-dichlorobenzene were studied in the range of 128 - 148 deg C.The mechanism of the process was confirmed and involves reaction in two parallel directions: 1) Bimolecular reaction of the N,N'-diphenylurea with the dialkylamine; 2) its dissociation into aniline and phenyl isocyanate followed by reaction of the latter with the dialkylamine.The relation between the obtained rate constants and the nature of the dialkylamine is closely described by the twoparameter modified Taft equation.The reaction obeys an isokinetic law; the isokinetic temperature was determined.
