2008-71-1

Usage

InChI:InChI=1/C13H11ClN2O/c14-10-5-4-8-12(9-10)16-13(17)15-11-6-2-1-3-7-11/h1-9H,(H2,15,16,17)

Upstream product

• 50625-49-5 m-Chlorobenzoyl azide 
• 62-53-3 aniline 
• 7664-93-9 sulfuric acid 
• 2909-38-8 m-chlorophenyl isocyanate 
• 535-80-8 3-chlorobenzoate 
• 121-73-3 3-Nitrochlorobenzene 
• 92133-96-5 (1H-benzo[d][1,2,3]triazol-1-yl)(3-chlorophenyl)methanone 
• 108-42-9 3-chloro-aniline 
• 19226-36-9 3-phenyl-5H-1,4,2-dioxazol-5-one 
• 201230-82-2 carbon monoxide 
• 64-10-8 phenyl carbamate 
• 63503-60-6 3-chlorophenylboronic acid 
• 63105-00-0 4-(3-chloro-phenyl)-3-phenyl-3H-[1,2,3,5]oxathiadiazole 2-oxide 
• 98-95-3 nitrobenzene 

Relevant academic research and scientific papers

Nitroarenes as versatile building blocks for the synthesis of unsymmetrical urea derivatives and N-Arylmethyl-2-substituted benzimidazoles

In this contribution, a fast and simple method for the synthesis of unsymmetrical urea derivatives and N-arylmethyl-2-substituted benzimidazoles was developed starting from nitroarenes. The reaction of nitroarenes and phenyl isocyanate or phenyl isothiocyanate in tin (II) chloride dihydrate/choline chloride eutectic mixture afforded the expected urea and thiourea derivatives, while the reaction of different aldehydes with o-nitroaniline or 4-methoxy-2-nitroaniline shows a markedly high preference for the obtention of N-arylmethyl-2-substituted benzimidazoles over the 2-substituted analogues. This method offers a straightforward alternative to obtain the target compounds in good to excellent yields with short reaction times employing an operationally simple experimental set-up. Graphic abstract: [Figure not available: see fulltext.] A series of unsymmetrical urea and thiourea derivatives together with 1,2-disubstituted benzimidazoles are easily obtained in good yields starting from nitroarenes employing the eutectic mixture tin (II) chloride dihydrate/choline chloride as reductive reaction media.

COMPOSITIONS AND METHODS FOR THE TREATMENT OF CANCER

This disclosure relates to compounds, pharmaceutical compositions comprising them, and methods of using the compounds and compositions for treating diseases related to Heat Shock Transcription Factor 1 (HSF1) activity and/or function. More particularly, this disclosure relates to methods of inhibiting HSF1 activity with these compounds and pharmaceutical compositions thereof, and methods of treating diseases associated with HSF1 activity and/or function, such as cancer.

An Improved Synthesis of Urea Derivatives from N -Acylbenzotriazole via Curtius Rearrangement

The good leaving tendency of the benzotriazole moiety has been exploited for the synthesis of symmetric, unsymmetric, N -acyl, and cyclic ureas in good yields from N -acylbenzotriazoles by treating the latter with various amines in the presence of TMSN 3 /Et 3 N in a sealed tube. The salient features of the devised protocol includes the high-yield, mild, metal-free, one-pot reaction conditions, and short reaction time. Furthermore, in many cases, no column chromatography is required for the purification.

Synthetic method and application of urea compound

The invention relates to a synthetic method of a urea compound, comprising the following steps: adding substituted oxazolone and sodium acetate into a methanol solution, and adding substituted amine under the stirring condition, reacting and carrying out column chromatography to obtain the urea compound. The defect that dangerous compounds need to be used during existing synthetic process is overcome, and a one-pot method is adopted to replace an existing reaction with low yield. The method of the invention has mild reaction condition, the operation is simple, raw materials are easily available, and the substrate can be converted into various other useful molecules. The compound has strong practicality, and can be applied to synthesis of the pesticide daimuron, dieresis long and the anti-cancer drug Sorafenib. The invention relates to a green and environmentally-friendly unsymmetrical urea compound synthesis method with simple process and low cost.

Chloromethylated polystyrene immobilized ruthenium complex of 2-(2-pyridyl)benzimidazole catalyst for the synthesis of bioactive disubstituted ureas by carbonylation reaction

Polymer supported transition metal complex catalysts have numerous applications as heterogeneous catalysts due to their ease of synthesis and commercial availability. Ru-Py-Merf was synthesized by anchoring 2-(2-pyridyl)benzimidazole to the polymer matrix, followed by loading of ruthenium salt. This Ru-Py-Merf material was thoroughly characterized by FTIR spectroscopy, UV-vis absorption spectroscopy, FE-SEM analysis, EDAX analysis, CHN analysis, AAS spectroscopy and TGA. Ru-Py-Merf showed excellent catalytic activity in the synthesis of symmetric and asymmetric disubstituted ureas by reductive carbonylation of nitrobenzenes and anilines. The as-synthesized Ru-Py-Merf catalyst is entirely heterogeneous in nature, thermally stable and can be easily reused up to six times.

Scalable, One-Pot, Microwave-Accelerated Tandem Synthesis of Unsymmetrical Urea Derivatives

We report a facile, microwave-accelerated, one-pot tandem synthesis of unsymmetrical ureas via a Curtius rearrangement. In this method, one-pot microwave irradiation of commercially available (hetero)aromatic acids and amines in the presence of diphenylphosphoryl azide enabled extremely rapid (1-5 min) construction of an array of unsymmetrical ureas in good to excellent yields. We demonstrate the utility of our method in the efficient, gram-scale synthesis of key biologically active compounds targeting the cannabinoid 1 and α7 nicotinic acetylcholine receptors.

Cu(acac)2-catalyzed N-arylations of phenylurea with aryl boronic acid

Cu(acac)2 activates aryl boronic acids for the reaction with NH2-phenylurea without additional ligand and heating. The procedure is simple, general, ligand-free, milder than the palladium-catalyzed arylation, and avoids the use of toxic phosphine ligands. Copyright Taylor & Francis Group, LLC.

Selenium-catalyzed reductive carbonylation of nitrobenzene with amines as coreagents to give unsymmetric phenylureas

The reductive carbonylation of nitrobenzene catalyzed by selenium to yield unsymmetric phenylureas has been studied. When secondary amines were used as coreagents, a single product, PhNHCONR2, was formed; when primary amines were chosen as coreagents, mixed products, including RNHCONHR, RNHCONHPh and PhNHCONHPh, were obtained.

THE INTRAMOLECULAR NH...Cl HYDROGEN BOND IN UREA DERIVATIVES CONTAINING THE o-CHLOROPHENYL GROUP

The solution ν(N-H) vibrations of various disubstituted ureas containing a halophenyl group have been examined in order to directly confirm the presence of an intramolecular NH...Cl hydrogen bond in the o-chloro analog.In chlorophenyl derivatives the ν(N-

A New Convenient Method of Desulphurisation of Thioureas and Thioamides

The action of thiophosgene on thioureas and thioamides provides a convenient method of desulphurisation of these compounds to ureas and amides respectively.