1142-07-0

Basic information

• Product Name: Urea, N-hexyl-N'-phenyl-
• CAS NO: 1142-07-0
• Molecular Formula: C13H20N2O
• Molecular Weight: 220.315
• Mol File: 1142-07-0.mol

Chemical Properties

• CAS DataBase Reference: Urea, N-hexyl-N'-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Urea, N-hexyl-N'-phenyl-(1142-07-0)
• EPA Substance Registry System: Urea, N-hexyl-N'-phenyl-(1142-07-0)

Safety Data

• Hazardous Substances Data: 1142-07-0(Hazardous Substances Data)

Upstream product

• 111-26-2 hexan-1-amine 
• 201230-82-2 carbon monoxide 
• 62-53-3 aniline 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 98-95-3 nitrobenzene 
• 103-71-9 phenyl isocyanate 
• 591-50-4 iodobenzene 
• 67-66-3 chloroform 
• 500-72-1 oxanilic acid 

Downstream Products

• 226724-47-6 3-hexyl-1-phenyl-imidazolidine-2,4-dione 
• 173901-02-5 4-[[(hexylamino)carbonyl]-amino]benzenesulfonyl chloride 
• 226724-49-8 4-(3-hexyl-2,4-dioxo-imidazolidin-1-yl)-benzenesulfonyl chloride 
• 392691-40-6 1-[4-(4-aminomethyl-piperidine-1-sulfonyl)-phenyl]-3-hexyl-urea 

Relevant articles and documents

Dual palladium-photoredox catalyzed chemoselective C-H arylation of phenylureas

A highly chemoselective C-H arylation of phenylureas has been accomplished using dual palladium-photoredox catalysis at room temperature without any additives, base or external oxidants. Regioselective C-H arylation ofN,N'-diaryl substituted unsymmetrical phenylureas has also been accomplished by a careful choice of aryl groups.

Photocatalyzed synthesis of unsymmetrical ureas via the oxidative decarboxylation of oxamic acids with PANI-g-C3N4-TiO2 composite under visible light

The synthesis of unsymmetrical ureas via the photocatalyzed oxidative decarboxylation of oxamic acids has been developed. The carbamoyl radicals were generated from oxamic acids in the presence of a hypervalent iodine reagent and the PANI(Polyaniline)-g-C3N4-TiO2 composite under visible light irradiation. The radicals were converted in situ into the corresponding isocyanates, which were then trapped by amines to afford the corresponding products in moderate to good yields. This protocol avoided the direct use of environmentally unfriendly isocyanates and a series of substrates were tolerated. Moreover, the photocatalyst could be readily recovered by simple filtration and be reused for several runs with only a slight decrease in the catalytic activity.

Pd/C-Catalyzed Domino Synthesis of Urea Derivatives Using Chloroform as the Carbon Monoxide Source in Water

A Pd/C-catalyzed domino synthesis of symmetrical and unsymmetrical ureas from aryl iodides, sodium azide, amines and CHCl3 in water has been developed. This reaction proceeds with sequential carbonylation, Curtius rearrangement and nucleophilic addition. CHCl3 serves as a convenient and safe alternation of CO gas in the presence of KOH. A series of urea derivatives were obtained in moderate to good yields with good functional group tolerance. Furthermore, the Pd/C catalyst could be readily recovered with slight decrease in the catalytic activity after six consecutive runs. (Figure presented.).

Reduced reactivity of amines against nucleophilic substitution via reversible reaction with carbon dioxide

The reversible reaction of carbon dioxide (CO2) with primary amines to form alkyl-ammonium carbamates is demonstrated in this work to reduce amine reactivity against nucleophilic substitution reactions with benzophenone and phenyl isocyanate. The reversible formation of carbamates has been recently exploited for a number of unique applications including the formation of reversible ionic liquids and surfactants. For these applications, reduced reactivity of the carbamate is imperative, particularly for applications in reactions and separations. In this work, carbamate formation resulted in a 67% reduction in yield for urea synthesis and 55% reduction for imine synthesis. Furthermore, the amine reactivity can be recovered upon reversal of the carbamate reaction, demonstrating reversibility. The strong nucleophilic properties of amines often require protection/de-protection schemes during bi-functional coupling reactions. This typically requires three separate reaction steps to achieve a single transformation, which is the motivation behind Green Chemistry Principle #8: Reduce Derivatives. Based upon the reduced reactivity, there is potential to employ the reversible carbamate reaction as an alternative method for amine protection in the presence of competing reactions. For the context of this work, CO2 is envisioned as a green protecting agent to suppress formation of n-phenyl benzophenoneimine and various n-phenyl-n-alky ureas.

ORGANIC MOLECULES FOR TERAHERTZ TAGGING APPLICATIONS

The present invention discloses substituted heterocyclic compounds and /or aromatic compounds containing amide and/or urea groups exhibiting resonance in the range of 0.1- 10 THz. The invention also discloses binary molecular complexes based on the substituted heterocyclic compounds and/or aromatic compounds containing amide and/or urea groups of the present invention. The compounds and binary molecular complexes of the present invention have varying molecular mass and hydrogen bond strengths demonstrating several resonances below 10 THz. The compounds and binary molecular complexes of the present invention are customizable for various applications, such as authentication of a product.

Polystyrene anchored ruthenium(II) complex catalyzed carbonylation of nitrobenzene and amines for the synthesis of disubstituted ureas

The catalytically active complex [Ru(PS-imd)(CO)2Cl2] (PS-imd = polystyrene anchored imidazole) was synthesized and characterized using various spectroscopic techniques. The complex is well characterized and highly stable. The catalytic activity of the resulting species was investigated towards the synthesis of diphenyl urea and other disubstituted ureas. The experiments were carried out under high CO pressure, high temperature condition in mild coordinating media. The catalyst was found to produce excellent yields with high product selectivity. Variable yields are obtained depending on the substituent on nitrobenzene and aniline. The effects of co-solvent and co-catalyst were also studied. The catalyst was very stable and could be reused for more than five times without any noticeable loss of its catalytic activity.

Polystyrene anchored ruthenium(II) complex catalyzed carbonylation of nitrobenzene and amines for the synthesis of disubstituted ureas

The catalytically active complex [Ru(PS-imd)(CO)2Cl2] (PS-imd = polystyrene anchored imidazole) was synthesized and characterized using various spectroscopic techniques. The complex is well characterized and highly stable. The catalytic activity of the resulting species was investigated towards the synthesis of diphenyl urea and other disubstituted ureas. The experiments were carried out under high CO pressure, high temperature condition in mild coordinating media. The catalyst was found to produce excellent yields with high product selectivity. Variable yields are obtained depending on the substituent on nitrobenzene and aniline. The effects of co-solvent and co-catalyst were also studied. The catalyst was very stable and could be reused for more than five times without any noticeable loss of its catalytic activity.

Silica gel confined ionic liquid + metal complexes for oxygen-free carbonylation of amines and nitrobenzene to ureas

A new kind of silica gel confined ionic liquid containing a metal complex as heterogenized catalysts was prepared for the carbonylation of amines and nitrobenzene without molecular oxygen to afford the corresponding ureas with greatly enhanced catalytic activity (TOF exceeded 11000 mol·mol -1· h-1), with a much lower amount of ionic liquids being needed, with easy catalyst separation and possible reusability, and avoidance of the using of explosive CO + O2 gas mixtures. Such an enhancement in catalytic activity may be derived from the effect of a high concentration of ionic liquid containing a metal complex due to the confinement into the nanopores or cavities of the silica gel matrix.

HETEROCYCLIC BETA-3 ADRENERGIC RECEPTOR AGONISTS

This invention provides compounds of Formula I having the structure U, V, W, X, and Y are as defined hereinbefore, or a pharmaceutically acceptable salt thereof, which are useful in treating or inhibiting metabolic disorders related to insulin resistance or hyperglycemia (typically associated with obesity or glucose intolerance), atherosclerosis, gastrointestinal disorders, neurogenetic inflammation, glaucoma, ocular hypertension and frequent urination; and are particularly useful in the treatment or inhibition of type II diabetes.

Novel substituted 4-aminomethylpiperidines as potent and selective human β3-agonists. Part 1: Aryloxypropanolaminomethylpiperidines

The synthesis and SAR of a series of human β3 adrenoreceptor agonists based on a template derived from a common pharmacophore coupled with 4-aminomethylpiperidine is described. Potent and selective agents were identified such as 26 that was in vitro active in CHO cells expressing human β3-AR (EC50=49 nM, IA=1.1), and in vivo active in a transgenic mouse model.