52625-27-1

Upstream product

• 110-91-8 morpholine 
• 104-12-1 p-chlorphenylisocyanate 
• 13368-42-8 4-(trimethylsilyl)morpholine 
• 2877-13-6 N-(4-chlorophenyl)-2,2,2,-trichloroacetamide 
• 106-47-8 4-chloro-aniline 
• 112-75-4 N,N-dimethyl-n-tetradecylamine 
• 940-36-3 (4-chloro-phenyl)-carbamic acid methyl ester 
• 103-71-9 phenyl isocyanate 
• 2131-55-7 4-Chlorophenyl isothiocyanate 
• 4559-92-6 N-phenylmorpholine-4-carboxamide 
• 2158-02-3 morpholine-4-carboxylic acid amide 
• 1613-88-3 4-chloro-N-hydroxybenzamide 
• 2771-67-7 N-dichloromethylene-4-chloroaniline 

Relevant 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

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.

Efficient Direct Halogenation of Unsymmetrical N -Benzyl- and N -Phenylureas with Trihaloisocyanuric Acids

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.

1,3,4-OXADIAZOLE DERIVATIVE COMPOUNDS AS HISTONE DEACETYLASE 6 INHIBITOR, AND THE PHARMACEUTICAL COMPOSITION COMPRISING THE SAME

The present invention relates to novel compounds having histone deacetylase 6 (HDAC6) in-hibitory activity, stereoisomers thereof or pharmaceutically acceptable salts thereof, the use thereof for the preparation of therapeutic medicaments, pharmaceutical compositions containing the same, a method for treating diseases using the composition, and methods for preparing the novel compounds. The novel compounds, stereoisomers thereof or pharmaceutically acceptable salts thereof according to the present invention have histone deacetylase (HDAC) inhibitory activity and are effective for the prevention or treatment of HDAC6-mediated diseases, including infectious diseases; neoplasms; endocrine, nutritional and metabolic diseases; mental and be-havioral disorders; neurological diseases; diseases of the eye and adnexa; cardiovascular diseases; respiratory diseases; digestive diseases; diseases of the skin and subcutaneous tissue; diseases of the musculoskeletal system and connective tissue; or congenital malformations, de? formations and chromosomal abnormalities.

Nano-Magnetic Sulfonic Acid Catalyzed Facile Synthesis of Diverse Amide Derivatives

The excellent surface catalytic potential of Fe3O4-OSO3H is utilized in the synthesis of symmetrically and unsymmetrically substituted urea derivatives via transamidation reactions. The scope of the surface catalysis is further extended in transamidation reactions of cyclic and acyclic amide derivatives, and in the amidation of fatty acids. In both transamidation and amidation reactions, the catalyst is reusable up to five times without significant loss in its activity.

Bromodimethylsulfonium bromide (BDMS)-mediated Lossen rearrangement: Synthesis of unsymmetrical ureas

Bromodimethylsulfonium bromide (BDMS) was found to be a very efficient reagent for Lossen rearrangement of hydroxamic acids to the corresponding isocyanates which were subsequently trapped in situ with various amines to afford unsymmetrical ureas in good to excellent yields (64-89%). The protocol is experimentally simple, mild, and represents valuable alternative to the existing methods for in situ activation of hydroxamic acids promoting Lossen rearrangement.

Mechanism of catalysis of the hydrolysis of a formamidinium compound

The hydrolysis of a fluoroformamidinium ion to give a urea is subject to general base catalysis, where the addition of water is catalyzed by carboxylate monoanions (pKa 2.22-5.52) with a Bronsted coefficient of β = 0.80 through a class n mechan

A novel synthesis of isocyanates and ureas via β-elimination of haloform

A novel synthesis of isocyanates via base-induced β-elimination of haloform from N-monosubstituted trihaloacetamides is described. The rate of reaction exhibits a strong dependence on the nature of the trihalomethyl group. Thus, while the reaction of tribromoacetamides proceeds at room temperature and the reaction of trichloroacetamides requires heating in polar solvents, no reaction could be observed for any of the corresponding trifluoro derivatives. This novel β-elimination of haloform from stable and readily available trihaloacetamides was applied to a 'one-pot' synthesis of ureas which avoids the use of phosgene and isolation of isocyanates.

Lifetimes of imidinium ions in aqueous solution

Imidinium ions, ArN=CNR2+, were generated in aqueous solution from the solvolysis of fluoro and chloro formamidines at pH 9.3 and 25°C. Rate constants for the hydration of five imidinium ions were determined from a kinetic analysis of their trapping by thiolacetate anion, CH3COS-, in the presence of a pool of competing fluoride anion, and a rate constant of k(AcS)- = 5 x 109 M-1 S-1 for diffusion-controlled trapping of the carbocations with thiolacetate anion. The rate constants, k(s), for hydration of the imidinium ions, XArN=CNC4H8O+ are 3.6 x 105, 5.8 x 105, 1.5 x 106, 1.6 x 106, and 1.8 x 106 s-1 for X = H, 4-Cl, 3-CN, 4-CN, and 3-NO2, respectively. In a similar experiment a rate constant of k(s) = 3.3 x 107 s-1 was obtained for hydration of the imidinium ion 4-NO2-ArN=CNCH3(OCH3)+, by using azide anion to trap the cation and a rate constant of k(az) = 5 x 109 M-1 s-1 for diffusion-controlled trapping of the imidinium ion with azide ion. The partitioning rate constant ratio k(AcS)-/k(s) for 4-ClArN=CNC4H8O+ decreases by approximately 6-fold in 45% v/v glycerol/water in contrast to k(az)/k(s), which remains almost constant, showing that thiolacetate, but not azide anion, combines with the imidinium ion at a diffusion-limited rate. The reactivity of the imidinium ions deviate from behavior predicted by the N+ scale in a manner that may be explained by a difference in the selectivity of the cation when compared to the more stable N+ carbocations.

REACTIONS OF ISOTHIOCYANATES AND ISOCYANATES WITH SOME SILYLATED NITROGEN-CONTAINING NUCLEOPHILES

Aryl isothiocyanates and arylisocyanates react with N,O-bis(trimethylsilyl)acetamide to give N-methyl-N'-arylthioureas and ureas.Also nucleophilic additions of other aprotic nucleophiles (e.g.N-trimethylsilylimidazole, N-trimethylsilylpiperidine and N-trimethylsilylmorpholine) to the N=C=X (X=O,S) group were investigated.

Process for the preparation of N-aryl-N'-(mono- or di substituted)-urea derivatives

The invention relates to a new method for the preparation of N-aryl-N'-(mono- or disubstituted)-urea derivatives having the general formula (I), STR1 wherein Aryl is an optionally substituted phenyl group, and R1 and R2 each stand for an optionally substituted alkyl, cycloalkyl, alkoxy or phenyl group, or R1 and R2 may form, together with the adjacent nitrogen atom, a nitrogen-containing heterocyclic group which may contain a further hetero atom, or one of R1 and R2 may also stand for hydrogen, with the proviso that if one of R1 and R2 is an optionally substituted phenyl group, the other may represent only hydrogen atom or an optionally substituted alkyl or alkoxy group, by reacting a carbamate of the general formula (II) with an amine of the general formula (III), or a carbamate of the general formula (IV) with an amine of the general formula (V), wherein R1, R2 and Aryl are as defined above and X is a lower alkoxy, phenoxy or substituted phenoxy group, in the presence of a tertiary amine catalyst. According to the invention a tertiary alkylamine containing altogether at least 6 carbon atoms and minimum one alkyl chain with at least 4 carbon atoms or a mixture of such tertiary alkylamines is applied as catalyst.