538-75-0Relevant articles and documents
MIGRATION REVERSIBLE DE PHOSPHORYLE S-P N-P CONTROLEE PAR TRANSFERT DE PROTON, MODELE D'ACTIVATION PAR PHOSPHORYLATION
Blonski, C.,Gasc, M. B.,Klaebe, A.,Perie, J. J.
, p. 2773 - 2776 (1982)
This work describes the reversible C-addition of a sterically hindered-P thiophosphoric ester to a carbodiimide, as a model of activated biotin.The formed intermediate, is found to be in equilibrium with the corresponding N-phosphorylated thiourea.The entire system is controlled by proton transfer and reversible.
Stimuli-Responsive Frustrated Lewis-Pair-Type Reactivity of a Tungsten Iminoazaphosphiridine Complex
Villalba Franco, José Manuel,Schnakenburg, Gregor,Sasamori, Takahiro,Espinosa Ferao, Arturo,Streubel, Rainer
, p. 9650 - 9655 (2015)
Reactions of 3-imino-azaphosphiridine complexes 1 a,b with carbodiimides 2 a,b, isocyanates 3 a,b, and carbon dioxide are described. Whereas exchange of the carbodiimide unit occurs in the first case, an overall ring expansion takes place with phenyl isocyanate (3 a) and carbon dioxide to yield complexes 4 and 5 bearing novel 1,3,5-oxazaphospholane ligands; the isopropyl derivative 3 b did not react under these conditions. DFT calculations provide insight into the pathway of the reaction with carbon dioxide with model complex 1 c, revealing effects of initial non-covalent interactions with the substrate onto the ring bonding, thus triggering an initially masked frustrated Lewis-pair-type behavior.
Method for preparing N,N'-dicyclohexylcarbodiimide by using co-reactor
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Paragraph 0043-0046, (2021/03/30)
The invention discloses a method for preparing N,N'-dicyclohexylcarbodiimide by using a co-reactor. The method comprises the steps of maintaining an aqueous solution of cyclohexylamine in a strong alkaline environment in the same reactor, adding carbon disulfide into the same reactor, and adding sodium hypochlorite for oxidation to obtain N,N'-dicyclohexylcarbodiimide. According to the method, thetechnological process is simplified through the co-reactor reaction, generation of highly toxic and harmful gas is avoided, the safety risk of production is reduced, and then the purpose of environment-friendly and safe production is achieved.
Method for producing N,N'-dicyclohexyl carbodiimide
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Paragraph 0013; 0027-0045, (2021/05/08)
The invention discloses a preparation method of N,N'-dicyclohexyl carbodiimide. The method comprises the following steps: taking dicyclohexyl urea (DCU) and trichloromethyl carbonate (BTC) as raw materials, dissolving dicyclohexyl urea (DCU) in a solvent, uniformly stirring, cooling, adding trichloromethyl carbonate and a catalyst loaded on a molecular sieve, carrying out heat preservation reflux, cooling, adjusting the pH value to 8-9 by using alkali, filtering the reaction liquid, evaporating out the solvent, and carrying out reduced pressure distillation to obtain the product namely N,N'-dicyclohexyl carbodiimide. According to the present invention, the problems of strong odor, strong toxicity and heavy environmental pollution of the traditional process are fundamentally eliminated, and the method has characteristics of high safety coefficient, partial catalyst recycling, high catalysis efficiency, partial raw material recycling, less three wastes, high purity and high yield, and is suitable for industrial production.
Microwave-assisted method for synthesizing N,N'-dicyclohexyl carbodiimide
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Paragraph 0032-0051, (2021/04/17)
The invention relates to the technical field of organic synthesis, in particular to a method for synthesizing N,N'-dicyclohexyl carbodiimide through a microwave-assisted method. The method comprises the following steps: dissolving N,N'-dicyclohexyl urea in a solvent under microwave radiation, adding an oxidant and a catalyst loaded on a molecular sieve, and carrying out heat preservation reflux; adding a phase transfer catalyst, adjusting the pH value, and carrying out alkaline hydrolysis reaction; filtering, separating liquid, evaporating out the solvent, and carrying out reduced pressure distillation to obtain N,N'-dicyclohexyl carbodiimide. The catalyst loaded on the molecular sieve is large in specific surface area and high in catalytic efficiency; a microwave-assisted method is adopted, and a phase transfer catalyst is added, so that the problems of difficult two-phase reaction and incomplete reaction in the traditional process are solved, the reaction conversion rate is greatly improved, the reaction time is shortened, and the product has the characteristics of high purity and yield.
Preparation method of dicyclohexylcarbodiimide
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Paragraph 0018-0023, (2020/04/02)
The invention relates to a method for preparing dicyclohexylcarbodiimide by using recycled dicyclohexylurea, and the method comprises the following steps: adding the recycled dicyclohexylurea into a mixed system composed of water and an organic solvent, stirring, washing, filtering, and drying; uniformly stirring the dried dicyclohexylurea and an organic solvent, adding oxalyl chloride at a certain temperature for reaction, keeping the temperature for 0.5 h after dripping is finished, dripping reaction liquid into an aqueous solution of sodium hydroxide, filtering, standing filtrate for layering to obtain an organic phase, concentrating the organic phase, and performing reduced pressure distillation to obtain the dicyclohexylcarbodiimide. According to the method, DCU generated after DCC isused is regenerated into DCC, cyclic application is achieved, the technological method has the advantages of being safe, reliable and high in recovery rate, and industrial production can be achieved.
Method for preparing dicyclohexylcarbodiimide by using vilsmeier reagent
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Paragraph 0015; 0021-0029, (2020/12/30)
The invention discloses a method for preparing dicyclohexylcarbodiimide by using a vilsmeier reagent. The method comprises the following steps: preparing a vilsmeier reagent by using N, N-dimethylformamide (DMF) and thionyl chloride (SOCl2), reacting the vilsmeier reagent with dicyclohexylurea (DCU), and carrying out aftertreatment to obtain the dicyclohexylcarbodiimide. According to the method, the vilsmeier reagent is adopted, the reaction can be carried out under mild conditions, the process is safe and stable, and the method is suitable for industrial large-scale production.
Electrochemical Synthesis of Carbodiimides via Metal/Oxidant-Free Oxidative Cross-Coupling of Amines and Isocyanides
Badsara, Satpal Singh,Jaiswal, Pradeep K.,Malviya, Bhanwar Kumar,Sharma, Siddharth,Verma, Ved Prakash
supporting information, (2020/03/19)
This work discloses an electrochemical oxidative cross-coupling of amines with aryl and aliphatic isocyanides. In an undivided cell, the reaction proceeds without involving any transition-metal catalyst, oxidant, or toxic reagents providing carbodiimides in good yields, thereby circumventing stoichiometric chemical oxidants, with H2 as the only byproduct. Moreover, carbodiimides were in situ converted into unsymmetrical ureas in moderate to good yields using an electricity ON-OFF strategy.
Method for synthesizing N, N'-dicyclohexylcarbodiimide through hydrogen peroxide serving as oxidizing agent
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Paragraph 0020-0021; 0022-0023; 0024-0025; 0026-0027, (2019/02/26)
The invention relates to a method for synthesizing N, N'-dicyclohexylcarbodiimide through hydrogen peroxide serving as an oxidizing agent. The method comprises the following steps: mixing N, N'-dicyclohexyl thiocarbamide and a solvent, slowly adding a catalyst, dropwise adding hydrogen peroxide at 15 to 25 DEG C to perform oxidation reaction, performing heat preservation for 1.5 h after dropwise adding is accomplished, then performing suction filtration at 15 DEG C, and performing decoloration and reduced pressure distillation, so as to obtain the N, N'-dicyclohexylcarbodiimide. The method hasthe advantages that the oxidizing agent hydrogen peroxide is adopted to ensure that reaction is more complete, the content of by-products N, N'-dicyclohexylurea and cyclohexyl isothiocyanate is controlled to be lower than 100 ppm, the product quality is improved, and the problem that effluent brine is difficult to treat is solved; a reaction system is optimized, a triethylamine catalyst is adopted to ensure that the reaction is performed in a homogeneous reaction system, the reaction yield is improved, the DCC yield is improved to greater than 93.5 percent, and the reaction is easy to control; and the material utilization is improved, the amount of waste is reduced, the investment in environmental protection is reduced, and the production cost is reduced.
Preparation method of dicyclohexylcarbodiimide
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Paragraph 0021-0032, (2019/02/06)
The invention belongs to the technical field of fine chemical engineering and in particular relates to a preparation method of dicyclohexylcarbodiimide. The preparation method comprises the followingsteps: dissolving chloroacetyl chloride in a solvent to obtain a solution A; stirring dicyclohexylurea, a catalyst and a solvent uniformly to obtain a solution B; dropwise adding the solution A into the solution B at a certain temperature; then carrying out an insulating reaction; after the reaction, adding a pH regulator to regulate the solution to be neutral; carrying out suction filtration on the reaction solution; distilling the filtrate at constant pressure to remove the solvent; and then carrying out distillation at a reduced pressure to obtain dicyclohexylcarbodiimide. The preparation method of dicyclohexylcarbodiimide is simple in process, the reaction stability and the product yield are improved greatly, dicyclohexylcarbodiimide can be produced industrially on a large scale, and the preparation method has the advantages of being simple and feasible and simple to operate.