83196-21-8

Upstream product

• 495-18-1 Benzohydroxamic acid 
• 501-82-6 N-phenylcarbamic acid 
• 2393-23-9 4-methoxy-benzylamine 
• 64-10-8 phenyl carbamate 
• 105-13-5 4-Methoxybenzyl alcohol 
• 2594-06-1 2-(4-methoxyphenyl)acetohydroxamic acid 
• 103-71-9 phenyl isocyanate 
• 62-53-3 aniline 
• 83196-19-4 9,10-dihydro-N-(4-methoxyphenylacetyl)-9,10-dimethyl-9,10-epoxyiminoanthracene 

Downstream Products

• 197635-71-5 N-phenyl-N-(4-methoxybenzyl)carbodiimide 

Relevant academic research and scientific papers

Synthesis method of substituted urea compound

The invention discloses a synthesis method of a substituted urea compound, which comprises the following steps: stirring aldehyde, N-aryl urea, trichlorosilane and Lewis base in an organic solvent ata temperature range of -20 DEG C to room temperature for

A synthetic N, N '-di-substituted ureas method

The invention discloses a method for synthesizing N,N'-disubstituent urea. The method comprises the following steps: adding N-substituent urea, a metal iridium, rhodium or ruthenium complex catalyst, an alkali, a compound alcohol and a solvent (or no solvent) to a reaction container; reacting at 90-130 DEG C for a plurality of hours and cooling the reaction mixture to room temperature; carrying out rotary evaporation to remove the solvent, and then separating through a column, so as to obtain a target compound. Compared with the prior art, N,N'-disubstituent urea which is obtained by regional selective alkylation reaction between commercial or easily synthesized N-substituent urea and the alcohol reflects and displays three significant advantages: 1) the alcohol which is nearly non-toxic is utilized as an alkylating reagent; 2) just water is generated as a by-product in the reaction, and harm to environment is not generated; 3) reaction atom economy is high. Therefore, the reaction accords with the requirements of green chemistry, and has a broad development prospect.

Parallel synthesis of ureas and carbamates from amines and CO2 under mild conditions

"Chemical Equation Presented" A mild and efficient library synthesis technique has been developed for the synthesis of ureas and carbamates from carbamic acids derived from the DBU-catalyzed reaction of amines and gaseous carbon dioxide. Carbamic acids derived from primary amines reacted with Mitsunobu reagents to generate isocyanates in situ which were condensed with primary and secondary amines to afford the desired ureas. Similarly, carbamic acids from secondary amines reacted with alcohols activated with Mitsunobu reagents to form carbamates.

Multicomponent, one-pot sequential synthesis of 1,3,5- and 1,3,5,5-substituted barbiturates

(Chemical Equation Presented) Carbodiimides and malonic acid monoethylesters readily react to afford N-acylurea derivatives that could be cyclized in situ by addition of a suitable base. This process represents a general and straightforward one-pot sequential synthesis of 1,3,5-trisubstituted barbiturates in very mild conditions (organic solvent/2 N NaOH aqueous solution, 20°C). Performing the reaction in the presence of an electrophile resulted in the formation of fully substituted (namely, 1,3,5,5- tetrasubstituted) barbiturates through a three-component one-pot sequential process. The latter, however, occurred only with highly reactive electrophiles, such as benzyl and, in some instances, allyl halides. In order to expand the scope of the process, we sought to develop a general method for the C-alkylation of 1,3,5-trisubstituted barbiturates. We found that C-alkylation occurred upon treatment of 1,3,5-trisubstituted barbiturates with an alkyl halide in CH 3CN at 120°C in the presence of anhydrous K2CO 3 affording the target 1,3,5,5-tetrasubstituted barbiturates in good yields. The multicomponent process was accomplished by combining the three steps in a one-pot sequential fashion, i.e., the condensation of carbodiimides with malonic acid monoethylesters, the cyclization of the resulting N-acylureas, and the C-alkylation of the resulting 1,3,5-substituted barbiturates. A detailed study of the influence of the structure of the reactants on the reaction outcome and mechanism is presented. By selective N′-deprotection of 1,3,5,5-tetrasubstituted barbiturates, the corresponding 1,5,5-trisubstituted barbiturates were also prepared.

Efficient Synthesis of Polysubstituted Acylguanidines and Guanylureas

(Benzotriazol-1-yl)carboximidamides were applied for the preparation of polysubstituted acylguanidines and guanylureas. The reaction sequence utilized mild conditions and gave high yields for final compounds and intermediates. The protocol developed allows for variation of the substituents at all positions of the products.

Solid-phase synthesis of unsymmetrical ureas through the use of Kenner safety-catch linker

A new strategy for the solid-phase synthesis of unsymmetrical ureas is described. Upon treatment of Kenner safety-catch linker with an isocyanate, followed by TMSCHN2 or iodoacetonitrile and an amine, the corresponding unsymmetrical ureas are released in solution.

A novel deprotection/functionalisation sequence using 2,4- dinitrobenzenesulfonamide: Part 2

Treatment of a series of 2,4-dinitrobenzenesulfonamides with either hydroxamic acids, dithioacids, or dithiocarbamic acids leads directly to the corresponding ureas, thioamides and thioureas respectively.

Formation of Isocyanates by Deoxygenation of C-Nitrosocarbonyl Compounds

The cycloadduct (1a) of 9,10-dimethylanthracene (2) (hereinafter referred to as DMA) and nitrosocarbonylbenzene decomposed in benzene at 80 deg C in the presence of triphenylphosphine to give DMA, triphenylphosphine oxide, and phenyl isocyanate in high yield.The corresponding adducts of 4-chloro-(1b), 4-methoxy-(1c), and 4-nitro-nitrosocarbonylbenzene (1d) behaved likewise.The cycloadduct of DMA and 4-methoxybenzylnitrosocarbonylmethane (1e) and of DMA and 1-(4-methoxyphenyl)-2-nitrosocarbonylethane (1f) gave lower (20-30 percent) yields of isocyanates.The rates of decomposition of the adduct (1a) in the presence of either the conjugated diene thebaine (3) or various phosphorus(III) derivatives were the same within experimental error.A similar observation was made for compound (1d).The formation of isocyanates is believed to involve slow dissociation of the cycloadducts followed by rapid deoxygenation of the transient nitrosocarbonyl compounds by triphenylphosphine.Stable complexes (8) of triphenylphosphine oxide with N-(4-nitrophenyl)-N'-propylurea and N-(4-nitrophenyl)-N'-phenylurea are described.