1187-03-7

Usage

Uses

1. Used in Surface Active Agents:
1,1,3,3-Tetraethylurea is used as a surface active agent for its ability to reduce surface tension in liquids, which enhances the wetting and spreading properties of the substances it is mixed with. This makes it a valuable component in the formulation of various products.
2. Used in the Medical Industry:
In the medical field, 1,1,3,3-Tetraethylurea serves as an intermediate in the synthesis of pharmaceutical compounds. Its unique chemical structure allows it to be a building block for creating new drugs with potential therapeutic applications.
3. Used in the Pesticide Industry:
1,1,3,3-Tetraethylurea is also utilized as an intermediate in the development of pesticides. Its chemical properties make it suitable for the creation of compounds that can effectively control pests in agriculture and other settings.
4. Used in High-Grade Solvents:
Due to its solubility and stability, 1,1,3,3-Tetraethylurea is employed as a component in the production of high-grade solvents. These solvents are used in various applications, including cleaning, degreasing, and as a medium for chemical reactions.
5. Used in Organic Synthesis:
1,1,3,3-Tetraethylurea is a useful building block for organic synthesis, allowing chemists to create a wide range of compounds with diverse applications in various industries, such as pharmaceuticals, agrochemicals, and materials science. Its versatility in organic synthesis makes it a valuable asset in the development of new and innovative products.

InChI:InChI=1/C9H20N2O/c1-5-10(6-2)9(12)11(7-3)8-4/h5-8H2,1-4H3

Upstream product

• 363-83-7 diethyl-N-(fluoroformyl)amine 
• 75-44-5 phosgene 
• 109-89-7 diethylamine 
• 13439-87-7 N,N,N',N'-tetraethyl-guanidine 
• 557-91-5 1,1-Dibromoethane 
• 201230-82-2 carbon monoxide 
• 124-38-9 carbon dioxide 
• 650-51-1 sodium trichloroacetate 
• 71-43-2 benzene 
• 74886-49-0 N,N,N',N'-tetraethylselenourea 
• 98952-59-1 N,N,N',N'-tetraethyl-N''-nitro-guanidine 
• 7664-93-9 sulfuric acid 
• 7732-18-5 water 
• 60003-30-7 bis-(N,N-diethylselenocarbamoyl)triselenide 

Downstream Products

• 69082-76-4 N-[bis(diethylamino)methylene]-N-ethylethane ammonium chloride 
• 89610-22-0 1,1,2,2,3,3-Hexaethylguanidinium-tetraphenylborat 
• 89610-24-2 1,1,2,2-Tetraethyl-3,3-dipentylguanidinium-tetraphenylborat 
• 89610-28-6 1--4-methylpiperazinium-tetraphenylborat 
• 89610-26-4 4-morpholinium-tetraphenylborat 
• 623-96-1 Dipropyl carbonate 
• 93677-65-7 n-propyl N,N-diethyl carbamate 
• 41079-13-4 1,1,3,3-tetraethyl-2-phenylguanidine 
• 59-26-7 N,N-diethylnicotinamide 

Relevant academic research and scientific papers

Reactions of Secondary Amines with Dichlorocarbene Generated in Aqueous–Alkaline Medium in the Presence of N-Methylmorpholine N-Oxide

Dichlorocarbene generated from chloroform in aqueous–alkaline medium in the presence of N-methylmorpholine N-oxide is converted to phosgene which reacts in situ with secondary amines to afford tetrasubstituted ureas.

A convenient synthesis of symmetrical N,N′-dialkylureas by the reactions of 4-chloro-5H-1,2,3-dithiazol-5-one with alkylamines

Treatment of 4-chloro-5H-1,2,3-dithiazol-5-one with primary and secondary alkylamines (>2 equiv.) in CH2Cl2 at rt afforded symmetrical N,N′-disubstituted ureas in moderate to good yields. Similarly, the reactions with amino acid ester hydrochlorides in the presence of Et3N (>3 equiv.) under the same conditions gave symmetrical ureas.

Design and synthesis of new immonium-type coupling reagents

A new family of immonium-type coupling reagents is de-scribed here. The differences in the carbocation skeletons of these reagents can be correlated with differences in stability and thus reactivity. The dihydroimidazole derivatives are highly unstable to air, whereas the salts derived from dimethylamine are the most stable and the pyrrolidino derivatives are of intermediate stability. These results should be taken into account mainly when coupling reagents are deposited in open vessels, such in some automatic synthesizers. As regards both coupling yield and retention of configuration, HOAt derivatives have been confirmed to be superior to those of HOBt in all cases. For peptides containing hindered residues, fluoroformamidinium salts are more convenient than the HOAt-based reagents. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

OXALSAEUREDERIVATE DURCH OXIDATIVE KUPPLUNG VON KOHLENMONOXID AN NICKEL

Carbon monoxide is oxidatively coupled by ligand nickel(II) compounds with secondary, primary amines and with alkali alkoxides to give oxalic acid derivatives.In the case of secondary amines the CO coupling can be run catalytically by adding oxidants like copper(II) salts.The yield of oxalic esters depends on the types of ligands and anions.

The reaction of benzene with diethylamine in the presence of an iridium(I)/mercury(II) based system: a model route for the direct amination of aromatic hydrocarbons

N,N-Diethylaniline is formed under mild conditions either by the direct amination of benzene with diethylamine in the presence of 5-C5Me5)(CO)2> 1 and HgSO4, or by reacting (C6H5)2Hg or C6H5HgCl/Ag2SO4 with diethylamine in the presence of 1.A preliminary investigation about the chemistry underlying these reactions is also reported.Keywords: Iridium; Amination; C-H activation; N-H activation; Mercury; Catalysis

PdCl2(MeCN)2-CATALYZED CARBONYLATION OF DIETHYLAMINE WITH CARBON DIOXIDE: SELECTIVE SYNTHESIS OF TETRAETHYLUREA AND DIETHYLFORMAMIDE

The reaction of diethylamine with carbon dioxide (CO2) with PdCl2(MeCN)2 as a catalyst gives tetraethylurea(1) or diethylformamide(2) selectively under mild reaction conditions by employing the PPh3/CCl4/MeCN and the HCOONa/methyl cellosolve systems, respectively.

Low-temperature synthesis of tetraalkylureas from secondary amines and carbon dioxide

The reaction of dialkylamines with CO2 giving tetraalkylureas can be performed at 60°C. The reaction requires CCl4, is weakly promoted by DMAN or PPh3, and is not promoted by a Pd catalyst. A two-step procedure, in which dialkylammonium dialkylcarbamate is produced in situ and then reacted with CCl4 and free dialkylamine, gave greater yields of urea than a simple single-stage procedure.

One-Pot Synthesis of Tertiary Amides from Organic Trichlorides through Oxygen Atom Incorporation from Air by Convergent Paired Electrolysis

A convergent paired electrolysis catalyzed by a B12 complex for the one-pot synthesis of a tertiary amide from organic trichlorides (R-CCl3) has been developed. Various readily available organic trichlorides, such as benzotrichloride and its derivatives, chloroform, dichlorodiphenyltrichloroethane (DDT), trichloro-2,2,2-trifluoroethane (CFC-113a), and trichloroacetonitrile (CNCCl3), were converted to amides in the presence of tertiary amines through oxygen incorporation from air at room temperature. The amide formation mechanism in the paired electrolysis, which was mediated by a cobalt complex, was proposed.

Copper(II)-catalysed oxidative carbonylation of aminols and amines in water: A direct access to oxazolidinones, ureas and carbamates

Copper(II) chloride catalyses the oxidative carbonylation of aminols, amine and alcohols to give 2-oxazolidinones, ureas and carbamates. Reaction proceeds smoothly in water under homogeneous conditions (Ptot = 4 MPa; PO2 = 0.6 MPa, PCO), at 100°C in relatively short reaction times (4 h) and without using bases or any other additives. This methodology represents an economic and environmentally benign non-phosgene alternative for the preparation of these three important N-containing carbonyl compounds.

Dialkylcyanamides are more reactive substrates toward metal-mediated nucleophilic addition than alkylcyanides

The dialkylcyanamide complexes Q[PtCl3(NCNR2)] (Q = Ph3PCH2Ph, R2 = Me21, Et 22, C5H103, C4H8O 4; Q = NMe4, R2 = Me25; Q = NEt4, R 2 = Me26) were synthesized either by dissolving Q 2[Pt2(μ-Cl)2Cl4] in neat NCNR2 (1-4) or by substitution of a NCNR2 ligand with Cl- in [PtCl2(NCNR2)2] by its treatment with QCl (5, 6). Nucleophilic addition of dibenzylhydroxylamine, HON(CH2Ph)2, to 1-6 results in the formation of the complexes Q[PtCl3{NHC(NR2)ON(CH2Ph) 2}] (Q = Ph3PCH2Ph, R2 = Me 2, 7; Et2, 8; C5H10, 9; C 4H8O, 10; Q = Me4N, R2 = Me 211; Q = Et4N, R2 = Me2, 12) that further convert at room temperature in the solid state (1-24 h) or in a solution (0.5-2 h) to the imine complexes Q[PtCl3{N(CH2Ph)C(H)Ph}] (Q = Ph3PCH2Ph, 13; Me4N, 14; Et4N, 15) and the corresponding dialkylureas H2NC(O)NR2. The competitive reactivity study of the nucleophilic addition of HON(CH 2Ph)2 to (Ph3PCH2Ph)[PtCl 3(NCR′)] (R′ = Ph, NR2, CH2Ph) indicated that the reactivity of the coordinated NCNR2 is comparable to NCPh, while NCCH2Ph appeared to be much less reactive than the former two ligands. Compounds 1-6 and 13 were fully characterized by elemental analyses (C, H, N), high resolution ESI-MS, IR, and 1H and 13C{1H} NMR spectroscopy. The structure of 1 was additionally verified by a single-crystal X-ray diffraction.