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1466-67-7

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1466-67-7 Usage

General Description

1,3-dibenzylurea is a chemical compound with the molecular formula C17H16N2O. It is a urea derivative and consists of a central urea group with two benzyl substituents attached to the nitrogen atoms. 1,3-dibenzylurea is commonly used as a reactant in organic synthesis reactions, particularly in the preparation of various organic compounds and pharmaceuticals. It is also known for its potential biological activities, including antioxidant and anti-inflammatory properties, which make it a subject of interest for scientific research. Additionally, 1,3-dibenzylurea has been studied for its potential applications in industry, particularly in the development of advanced materials and polymers.

Check Digit Verification of cas no

The CAS Registry Mumber 1466-67-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,4,6 and 6 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 1466-67:
(6*1)+(5*4)+(4*6)+(3*6)+(2*6)+(1*7)=87
87 % 10 = 7
So 1466-67-7 is a valid CAS Registry Number.
InChI:InChI=1/C15H16N2O/c18-15(16-11-13-7-3-1-4-8-13)17-12-14-9-5-2-6-10-14/h1-10H,11-12H2,(H2,16,17,18)

1466-67-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,3-dibenzylurea

1.2 Other means of identification

Product number -
Other names Urea, N,N‘-bis(phenylmethyl)-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1466-67-7 SDS

1466-67-7Relevant articles and documents

Expedient synthesis of secondary amines bound to indole resin and cleavage of resin-bound urea, amide and sulfonamide under mild conditions

Bhattacharyya, Sukanta,Gooding, Owen W.,Labadie, Jeff

, p. 6099 - 6102 (2003)

Highly efficient, new protocols for the attachment of primary amines to indole aldehyde resin using Ti(OiPr)4-NaBH4 and CH(OMe)3-NaBH3CN-HOAc are reported. Mild cleavage conditions for the release of urea, amide and sulfonamide products from the solid support using 1% trifluoroacetic acid (TFA) are developed.

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Franz,R.A. et al.

, p. 3306 - 3308 (1961)

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Baiocchi et al.

, p. 1546 (1956)

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Microfluidic reactions using [11C]carbon monoxide solutions for the synthesis of a positron emission tomography radiotracer

Kealey, Steven,Plisson, Christophe,Collier, T. Lee,Long, Nicholas J.,Husbands, Stephen M.,Martarello, Laurent,Gee, Antony D.

, p. 3313 - 3319 (2011)

Microfluidic technology has been used to perform [11C] carbonylation reactions using solutions containing [11C]CO in the form of the complex, copper(i)tris(3,5-dimethylpyrazolyl)borate-[ 11C]carbonyl (Cu(Tp*)[11C]CO). The synthesis of the model compound [11C]N-benzylbenzamide and the known tracer molecule [11C]trans-N-[5-(2-flurophenyl)-2-pyrimidinyl]-3-oxospiro[5- azaisobenzofurane-1(3H),1′-cyclohexane]-4′-carboxamide ([ 11C]MK-0233), a ligand for the neuropeptide Y Y5 receptor, have been performed using this technique. Following semi-preparative HPLC purification and reformulation, 1262 ± 113 MBq of [11C]MK-0233 was produced at the end of the synthesis with a specific activity of 100 ± 30 GBq μmol-1 and a >99% radiochemical purity. This corresponds to a decay corrected radiochemical yield of 7.2 ± 0.7%. Using a 3 mL vial as the reaction vessel, and following semi-preparative HPLC purification and reformulation, 1255 ± 392 MBq of [11C]MK-0233 was produced at the end of the synthesis with a specific activity of 100 ± 15 GBq μmol-1 and a >99% radiochemical purity. This corresponds to a decay corrected radiochemical yield of 7.1 ± 2.2%.

From CO oxidation to CO2 activation: An unexpected catalytic activity of polymer-supported nanogold

Shi, Feng,Zhang, Qinghua,Ma, Yubo,He, Yude,Deng, Youquan

, p. 4182 - 4183 (2005)

A simple, clean, safe, and reproducible catalyst system, polymer-supported nanogold, was successfully developed for the fixation of CO2 to cyclic carbonate and for the carbonylation of amines to disubstituted ureas with unprecedented catalytic activity (TOF > 50000 mol/mol/h and TOFP ≈ 3000 mol/mol/h, respectively). To the best of our knowledge, it was the first to report that nanogold catalysts have exclusive catalytic activity for activation of carbon dioxide, and that the catalytic activity of the polymer-immobilized nanogold catalysts could be controlled by the particle size of the nanogold. Copyright

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Wiley et al.

, p. 311 (1954)

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Metal-catalyzed "on-demand" production of carbonyl sulfide from carbon monoxide and elemental sulfur

Farrell, Wesley S.,Zavalij, Peter Y.,Sita, Lawrence R.

, p. 4269 - 4273 (2015)

The group 6 molybdenum(II) cyclopentadienyl amidinate (CPAM) bis(carbonyl) complex [Cp Mo{N(iPr)C(Ph)N(iPr)}(CO)2] (Cp=η5-C5Me5) serves as a precatalyst for the high-yielding photocatalytic production of COS from CO and S8 under near-ambient conditions (e.g., 10 psi, 25°C). Further documented is the isolation and structural characterization of several key transition-metal intermediates which collectively support a novel molybdenum(IV)-based catalytic cycle as being operative. Finally, in the presence of an excess amount of a primary amine, it is demonstrated that this catalytic system can be successfully used for the "on-demand" generation and utilization of COS as a chemical reagent for the synthesis of ureas.

ACETALS OF LACTAMS AND ACID AMIDES. 37. * REACTIONS OF AMIDE AND LACTAM ACETALS WITH DERIVATIVES OF UREA AND URETHANE AND SYNTHESIS OF CONDENSED PYRIMIDINES

Kaimanakova, S. I.,Kuleshova, E. F.,Solov'eva, N. P.,Granik, V. G.

, p. 1208 - 1211 (1982)

The reactions of diethylacetals of dimethylacetamide and N-methylbutyro-, -valero-, and -caprolactams with urea, thiourea, and urethane lead to the corresponding N-carbamide- and N-ethoxycarbonylamides, on the basis of which derivatives of pyrimidine and pyrrolo- and pyridopyrimidine and pyridoazepine, as well as triazole derivatives, were synthetized.

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Cainelli,G. et al.

, p. 141 - 144 (1979)

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Hydrolyzable polyureas bearing hindered urea bonds

Ying, Hanze,Cheng, Jianjun

, p. 16974 - 16977 (2014)

Hydrolyzable polymers are widely used materials that have found numerous applications in biomedical, agricultural, plastic, and packaging industrials. They usually contain ester and other hydrolyzable bonds, such as anhydride, acetal, ketal, or imine, in their backbone structures. Here, we report the first design of hydrolyzable polyureas bearing dynamic hindered urea bonds (HUBs) that can reversibly dissociate to bulky amines and isocyanates, the latter of which can be further hydrolyzed by water, driving the equilibrium to facilitate the degradation of polyureas. Polyureas bearing 1-tert-butyl-1-ethylurea bonds that show high dynamicity (high bond dissociation rate), in the form of either linear polymers or cross-linked gels, can be completely degraded by water under mild conditions. Given the simplicity and low cost for the production of polyureas by simply mixing multifunctional bulky amines and isocyanates, the versatility of the structures, and the tunability of the degradation profiles of HUB-bearing polyureas, these materials are potentially of very broad applications.

Iron Catalyzed CO2 Activation with Organosilanes

Jurado-Vázquez, Tamara,García, Juventino J.

, p. 1162 - 1168 (2018)

Abstract: Iron nanoparticles generated in situ from [Fe3(CO)12] catalyzed CO2 reduction in the presence of Et3SiH as a reductant and tetrabutylammonium fluoride as a promoter to yield silyl formate (1s) under relatively mild reaction conditions. Additionally, when CO2 hydrosilylation was carried out in water, the product of CO2 reduction was formic acid. Additionally, a similar reaction using [Fe3(CO)12] as a catalytic precursor, PhSiH3 as a reductant, and CO2 in the presence of amines allowed the immediate formation of ureas at room temperature. Here, CO2 acted as a C1 building block for value-added products.

Synthesis of N,N′-disubstituted urea from ethylene carbonate and amine using CaO

Fujita, Shin-Ichiro,Bhanage, Bhalchandra M.,Arai, Masahiko

, p. 742 - 743 (2004)

Calcium oxide has been proved to be an excellent solid catalyst for the synthesis of N,N′-disubstituted ureas from ethylene carbonate and primary amines under mild conditions.

Reactions of (η-methylcyclopentadienyl)manganese tricarbonyl with primary amines

Srivastava, S.C.,Shrimal, A.K.,Srivastava, Amar

, p. 65 - 69 (1991)

(η-CH3C5H4)Mn(CO)3 reacts with RNH2 (R = n-C4H9, sec-C4H9, n-C5H11, n-C6H13, cyclo-C6H11, n-C7H15, n-C8H17, n-C9H19 or C6H5CH2) to give corresponding sym-dialkylureas when a 1:2 molar mixture of the two reactants is irradiated with UV light for 100-250 h.The complexes (η-CH3C5H4)Mn(CO)2(CONHR)(H) were isolated for R = n-C4H9, n-C6H13 and cyclo-C6H11.

Scope of chemical fixation of carbon dioxide catalyzed by a bifunctional monomeric tungstate

Kamata, Keigo,Kimura, Toshihiro,Sunaba, Hanako,Mizuno, Noritaka

, p. 160 - 166 (2014)

The tungsten-oxo moiety in a simple monomeric tungstate, TBA 2[WO4] (I, TBA = tetra-n-butylammonium), showed bifunctional activation of both CO2 and 1,2-phenylenediamine (1a). It was confirmed by 1H, 13C, and 183W NMR spectroscopies that adducts I-1a and I-(CO2)n (n = 1 and 2) were formed by the reactions of I with 1a and CO2, respectively. These adducts played important roles in formation of the corresponding carbamic acid intermediates. The present bifunctionality could be applied to chemical fixation of CO2 even at atmospheric pressure with various kinds of structurally diverse aryl diamines, primary monoamines, propargylic alcohols, and propargylic amines into cyclic urea derivatives, 1,3-disubstituted urea derivatives, cyclic carbonates, and cyclic carbamates, respectively.

Trinuclear gold clusters supported by cyclic (alkyl)(amino)carbene ligands: Mimics for gold heterogeneous catalysts

Jin, Liqun,Weinberger, David S.,Melaimi, Mohand,Moore, Curtis E.,Rheingold, Arnold L.,Bertrand, Guy

, p. 9059 - 9063 (2014)

The synthesis of air- and moisture-stable trinuclear mixed-valence gold(I)/gold(0) clusters is described. They promote the catalytic carbonylation of amines under relatively mild conditions. The synthetic route leading to the trinuclear clusters involves a simple ligand exchange from the readily available μ3-oxo-[(Ph3PAu)3O]+ complex. This synthetic method paves the way for the preparation of a variety of mixed-valence gold(I)/gold(0) polynuclear clusters. Moreover, the well-defined nature of the complexes demonstrates that the catalytic process involves a rare example of a definite change of oxidation state of gold from Au0 2AuI to AuI3.

Oxovanadium(v)-catalyzed amination of carbon dioxide under ambient pressure for the synthesis of ureas

Moriuchi, Toshiyuki,Sakuramoto, Takashi,Matsutani, Takanari,Kawai, Ryota,Donaka, Yosuke,Tobisu, Mamoru,Hirao, Toshikazu

, p. 27121 - 27125 (2021/08/24)

Carbon dioxide is regarded as a reliable C1 building block in organic synthesis because of the nontoxic, abundant, and economical characteristics of carbon dioxide. In this manuscript, a commercially available oxovanadium(v) compound was demonstrated to serve as an efficient catalyst for the catalytic amination of carbon dioxide under ambient pressure in the synthesis of ureas. The catalytic transformation of chiral amines into the corresponding chiral ureas without loss of chirality was also performed. Furthermore, a gram-scale catalytic urea synthesis under ambient pressure was successfully achieved to validate the scalability of this catalytic activation of carbon dioxide. This journal is

Method for photocatalytic synthesis of substituted urea compound

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Paragraph 0041-0042; 0057, (2021/06/09)

The invention relates to the technical field of organic synthesis, in particular to a method for photocatalytic synthesis of a substituted urea compound. The method specifically comprises the following steps: mixing tetrahalomethane and a solvent, then adding an amine compound and a catalyst in sequence, stirring and reacting under an oxygen-containing atmosphere and an illumination condition, and then separating and purifying to obtain the substituted urea compound, according to the synthesis method, the raw materials are wide in source, by-products produced after the reaction are halogen simple substances and high in additional value, on one hand, phosgene, triphosgene and the like which are high in toxicity are prevented from being adopted as raw materials, on the other hand, generation of a large amount of waste is avoided, the catalyst can be recycled, the influence of the preparation process on the environment is reduced, and the atom utilization rate of the reaction is improved.

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