13114-91-5

Upstream product

• 95-14-7 1,2,3-Benzotriazole 
• 4231-62-3 1-benzoyl-1H-benzotriazole 
• 615-36-1 2-bromoaniline 
• 304690-59-3 (1H-benzo[d][1,2,3]triazol-1-yl)(2-bromophenyl)methanone 
• 62-53-3 aniline 
• 19226-36-9 3-phenyl-5H-1,4,2-dioxazol-5-one 
• 1592-00-3 2-bromophenyl isocyanate 
• 103-71-9 phenyl isocyanate 
• 50625-50-8 2-bromo-benzoyl azide 

Downstream Products

• 1026-16-0 2-(phenylamino)-4H-benzo[d][1,3]oxazin-4-one 
• 4248-15-1 2-anilinoquinazolin-4(3H)-one 
• 862891-90-5 1-benzyl-1-(2-bromophenyl)-3-phenylurea 
• 14813-85-5 1-phenyl-1,3-dihydrobenzoimidazol-2-one 

Relevant academic research and scientific papers

Chiral Non-Planar Oligophenylenes Bridged by Urea Linkage: Synthesis through Intramolecular Direct Arylation, Chiroptical Behavior, and Theoretical Investigation

The intramolecular direct arylation of N,N′-dihexyl-N-(2-bromophenyl)-N′-phenylurea using palladium catalyst gave BPU in 75 % yield. Longer terphenyl compound (TPbU) was likewise prepared. Other four conjugated oligomers (BPtU, BPU-1Np, BPU-2Np, and BPU-A

N -Acylbenzotriazoles as Proficient Substrates for an Easy Access to Ureas, Acylureas, Carbamates, and Thiocarbamates via Curtius Rearrangement Using Diphenylphosphoryl Azide (DPPA) as Azide Donor

A diverse range of ureas, N -acylureas, carbamates, and thiocarbamates has been synthesized in good to excellent yields by reacting N -acylbenzotriazoles individually with amines or amides or phenols or thiols in the presence of diphenylphosphoryl azide (DPPA) as a suitable azide donor in anhydrous toluene at 110 °C for 3-4 hours. In this route, DPPA was found to be a good alternative to trimethylsilyl azide and sodium azide for the azide donor in Curtius degradation. The high reaction yields, one-pot and metal-free conditions, straightforward nature, easy handling, use of readily available reagents, and in many cases avoidance of column chromatography are the notable features of the devised protocol.

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.

Heavily Substituted Atropisomeric Diarylamines by Unactivated Smiles Rearrangement of N-Aryl Anthranilamides

Diarylamines find use as metal ligands and as structural components of drug molecules, and are commonly made by metal-catalyzed C?N coupling. However, the limited tolerance to steric hindrance of these couplings restricts the synthetic availability of more substituted diarylamines. Here we report a remarkable variant of the Smiles rearrangement that employs readily accessible N-aryl anthranilamides as precursors to diarylamines. Conformational predisposition of the anthranilamide starting material brings the aryl rings into proximity and allows the rearrangement to take place despite the absence of electron-withdrawing substituents, and even with sterically encumbered doubly ortho-substituted substrates. Some of the diarylamine products are resolvable into atropisomeric enantiomers, and are the first simple diarylamines to display atropisomerism.

Unsymmetrically disubstituted urea derivatives: A potent class of antiglycating agents

A series of unsymmetrically disubstituted urea derivatives 1-28 has been synthesized and screened for their antiglycation activity in vitro. Compounds 26 (IC50 = 4.26 ± 0.25 μM), 1 (IC50 = 5.8 ± 0.08 μM), 22 (IC50 = 4.26 ± 0.25 μM), 6 (IC50 = 6.4 ± 0.02 μM), 5 (IC50 = 6.6 ± 0.26 μM), 2 (IC50 = 7.02 ± 0.31 μM), 3 (IC50 = 7.14 ± 0.84 μM), 27 (IC50 = 7.27 ± 0.36 μM), 4 (IC50 = 8.16 ± 1.04 μM), 21 (IC50 = 8.4 ± 0.15 μM), 23 (IC50 = 9.0 ± 0.35 μM) and 13 (IC50 = 15.22 ± 6.7 μM) showed an excellent antiglycation activity far better than the standard (rutin, IC50 = 41.9 ± 2.3 μM). This study thus provides a series of potential molecules for further studies of antiglycation agents.

Ring-selective functionalization of N,N′-diarylureas by regioselective N-alkylation and directed ortho metalation

(Chemical Equation Presented) Unsymmetrical N,N′-diarylureas may be alkylated regioselectively at the more sterically congested nitrogen atom. The resulting mono-N-alkylated ureas undergo directed metalation (ortholithiation) with sec-BuLi to yield, on el

Slow interconversion of enantiomeric conformers or atropisomers of anilide and urea derivatives of 2-substituted anilines

N-Acylated 2-substituted anilines undergo slow Ar-N bond rotation, allowing in some cases isolation of enantiomeric or diastereoisomeric atropisomers and in others the determination of the rate of Ar-N bond rotation by NMR. 2-Iodoanilides bearing a branch

Synthesis of 2-substituted-benzothiazoles by palladium-catalyzed intramolecular cyclization of o-bromophenylthioureas and o-bromophenylthioamides

2-Amino-, and 2-alkyl-benzothiazoles have been efficiently prepared by palladium catalyzed cyclization of o-bromophenylthioureas and o-bromophenylthiamides. Results were best with the Pd2(dba)3/monophosphine catalytic system.

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-