636-70-4

Usage

Uses

Used in Chemical Synthesis:
Triethylamine hydrobromide is used as a reagent in the preparation of dimethyl-alfa-diethylaminomaleate by reacting with dimethyl acetylenedicarbosylate. This reaction is important in the synthesis of various organic compounds and pharmaceuticals.
Used in Organic Synthesis:
Triethylamine hydrobromide is also involved in the preparation of triphenylpropargylphosphonium bromide, which is an important intermediate in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals.
Used as a Phase-Transfer Catalyst:
In addition to its use in chemical synthesis, triethylamine hydrobromide is also used as a phase-transfer catalyst in various organic reactions. It facilitates the transfer of reactants between different phases, such as between an aqueous and an organic phase, thereby increasing the efficiency and selectivity of the reaction.

Purification Methods

Equimolar portions of triethylamine and aqueous solutions of HBr in acetone are mixed with cooling. The precipitated salt is washed with anhydrous acetone and dried in vacuum for 1-2hours. [Odinekov et al. J Chem Soc, Faraday Trans 2 80 899 1984.] Recrystallise it from CHCl3 or EtOH. [Beilstein 4 IV 322.]

InChI:InChI=1/C6H15N.BrH/c1-4-7(5-2)6-3;/h4-6H2,1-3H3;1H

Upstream product

• 56-23-5 tetrachloromethane 
• 128-08-5 N-Bromosuccinimide 
• 121-44-8 triethylamine 
• 71-43-2 benzene 
• 74-96-4 ethyl bromide 
• 64-17-5 ethanol 
• 102-53-4 bis-(diethylamino)methane 
• 108-86-1 bromobenzene 
• 590-14-7 1-bromo-1-propene 
• 557-93-7 2-bromoprop-1-ene 
• 108-88-3 toluene 
• 535-11-5 Ethyl 2-bromopropionate 
• 596-43-0 bromo-triphenyl-methane 
• 120350-73-4 nitrodibromoacetonitrile 

Downstream Products

• 1643-19-2 tetrabutylammomium bromide 
• 14999-75-8 Triethylammonium perchlorate 

Relevant academic research and scientific papers

Palladium-Catalyzed Hydride Addition/C-H Bond Activation Cascade: Cycloisomerization of 1,6-Diynes

The use of ammonium halide salts as metal hydride precursors in a new Pd-catalyzed cycloisomerization of 1,6-diynes, which affords unexplored silylated 2-azafluorenes, is reported. This cascade process includes the addition of a Pd-hydride species to a π-system, intramolecular carbopalladation, and C(sp2)-H bond activation. A variety of functional groups are tolerated, and the synthetic utility of the resulting products has been demonstrated by a series of derivatizations.

Deactivation of the coordinating ability of the iminophosphorane group by the effect of ortho-carborane

The C-carboranyl iminophosphorane compounds derived from triphenylphosphine (I1) and o-(methylthiophenyl)-diphenylphosphine (I2) were obtained and structurally characterized. Functionalization with sulfur on the other cage carbon atom gave the correspondi

A highly fluorescent cationic bifunctional conjugate

It was of crucial importance to modify perylene-3,4,9,10-tetracarboxylic acid bisimides (PBIs) for the design of new perylene-based bio-dye agents with strong fluorescence. Recently, we reported that ethanolamine (EA)-functionalized poly(glycidyl methacrylate) (or PGEA) can produce good transfection efficiency, while exhibiting very low toxicity. Herein, the low-toxic PGEA was proposed to be conjugated with PBIs via facile atom transfer radical polymerization for the well-defined highly fluorescent cationic bifunctional conjugate (PBI-PGEA). The obtained PBI-PGEA exhibited good water-solubility properties, characteristic spectroscopic patterns of PBIs, and excellent photostability. The PBI-PGEA conjugate can be used as an efficient cell bio-dye for rapid (2-5 min) cell labeling at low concentrations (0.06-0.12 mg mL-1). Such a fast labeling process did not induce obvious cytotoxicity, avoiding possible side-effects to the cells. In addition, the PBI-PGEA still possessed good gene transfection efficiency in different cell lines. With the strong fluorescence in water and good transfection properties, the developed bifunctional PBI-PGEA should possess more potential in bioimaging and gene delivery.

Preparation of biocompatible sterically stabilized latexes using well-defined poly(2-(methacryloyloxy)ethyl phosphorylcholine) macromonomers

A range of well-defined methacrylic macromonomers based on the biomimetic monomer 2-(methacryloyloxy)ethyl phosphorylcholine (MPC) were synthesized by atom-transfer radical polymerization (ATRP) in alcoholic media using 2-(dimethylamino)ethyl-2-bromoisobutyrylamide. This tertiary amine-functionalized initiator was used to produce homopolymer precursors of various chain lengths via ATRP. These polymerizations were relatively well controlled (Mw/Mn ≤ 1.30), provided that the target degree of polymerization (DP) did not exceed 30. For higher target DPs, polymerization was only poorly controlled and characterized by broad molecular weight distributions (Mw/Mn = 1.50-2.31). The tertiary amine end-group of each nearly monodisperse homopolymer precursor was then quaternized using 4-vinylbenzyl chloride (4-VBC) to afford the corresponding styrene-functionalized macromonomers. PMPC30 macromonomer proved to be an effective reactive steric stabilizer for the formation of polystyrene latexes when employed at 10 w/w % on the basis of the styrene monomer. Nearly monodisperse submicrometer-sized and micrometer-sized latexes were prepared by aqueous emulsion and alcoholic dispersion polymerization, respectively, as judged by scanning electron microscopy and dynamic light scattering studies. In contrast, attempted alcoholic dispersion polymerization conducted either in the presence of the PMPC30 homopolymer precursor or in the absence of any macromonomer always resulted in macroscopic precipitation. Such control experiments confirmed the importance of the terminal styrene groups on the macromonomer chains for successful latex formation. FTIR spectroscopy indicated the presence of the PMPC30 macromonomer within the polystyrene latex, and XPS studies indicated that these stabilizer chains are located at (or very near) the latex surface, as expected. Using PMPC20 and PMPC 10 macromonomers for the alcoholic dispersion polymerization of styrene led to latexes with substantially broader size distributions compared to those produced using the PMPC30 macromonomer under the same conditions. Finally, these new sterically stabilized latexes exhibit excellent freeze-thaw stability and salt tolerance.

Synthesis and molluscicidal evaluation of some new pyrazole, isoxazole, pyridine, pyrimidine, 1,4-thiazine and 1,3,4-thiadiazine derivatives incorporating benzofuran moiety

Chalcone derivative 3 was synthesized via the base catalyzed Claisen-Schmidt condensation and was used as a precursor for synthesizing pyrazoline 11, isoxazoline 12, pyrazoline carbothioamide 13, 5,6-dihydropyrimidine-2-(1H)-thione 14 and aminopyridinecarbonitrile derivative 15. Bromination of 3 afforded the dibromo derivative 4. Monobromo derivative 5 obtained by boiling 4 in dry benzene in the presence of triethylamine. Fused thiadiazines 9a,b and 1,4-thiazine 9c derivatives were synthesized upon treatment of α-bromopropenone derivative 5 with 4-amino-4H-1,2,4-triazole- 3-thiol (6) or 1-amino-2-mercapto-5-methylpyrimidin-4(1H)-one (7) or with 2-aminothiophenol (8) in ethanolic potassium hydroxide solution. The newly synthesized compounds were screened for their molluscicidal activities, whereas compounds 3, 4, 9a, 11 and 15 exhibited promising molluscicidal activities. On the other hand compounds 5, 9b, 9c, 12, 13 and 14 showed a moderate effect as compared to the standard molluscicidal agent (Bayluscide).

NEW CYANATE ESTER AND METHOD FOR PRODUCING THE SAME

PROBLEM TO BE SOLVED: To provide a new cyanate ester having high storage stability by itself and affording a plastic having excellent light transmittance and heat resistance, low values of permittivity and dielectric dissipation factor and a high refractive index and resultantly useful in, e.g. applications of optical techniques by using the cyanate ester as a raw material and to provide a method for producing the cyanate ester. SOLUTION: The cyanate ester is represented by general formula (I) (wherein, R denotes a fluorenylidene group or a p-biphenylmethylidene group). The cyanate ester is obtained by reacting a bisphenol represented by general formula (II) (wherein, R denotes a fluorenylidene group or a p-biphenylmethylidene group) with a cyanogen halide represented by general formula (III) (wherein, X denotes a halogen atom).

Technetium or rhenium complexes, radiopharmaceutical products comprising them

The invention relates to a technetium or rhenium complex of formula (I): [in-line-formulae][M (R1CS3)2L]??(I) [/in-line-formulae] in which M is Tc or Re, R1 represents an alkyl, cycloalkyl, aralkyl or aryl group which is unsubstituted or substituted by one or more substituents chosen from halogen atoms, the hydroxyl group, alkyl groups and alkoxy groups, and L is a dithiolate ligand, with the exception of the ligand of formula R2CS2 in which R2 is identical to R1. The dithiolate ligand is preferably a dithiocarbamate. The invention also relates to a radiopharmaceutical product comprising a complex of formula (I) with M representing 99Tc, 186Re or 188Re.

HETEROCYCLIC AROMATIC COMPOUNDS

New classes of heterocyclic aromatic cationic compounds are disclosed, and in particular new classes of phenanthridinium derivatives, most notably dihydro-imidazo-phenanthridinium (DIP) compounds. These findings are based on the reaction of the middle b ring of a phenanthridinium core with primary amines to form DIP compounds (Formula A) or secondary amines to form 2-aminoalkyl phenanthridinium derivatives (Formula B). These reactions can also be applied to other classes of starting compounds which comprise a 6-membered ring aromatic heterocycle having a ring nitrogen and at least one alpha hydrogen atom which can be reacted with a primary or secondary amine.

LIQUID CRYSTAL COMPOUND COMPRISING TWO CONDENSED AND SUBSTITUTED RINGS

A new liquid crystal compound comprises two condensed and substituted rings. The ring preferably is a five-membered heterocyclic ring. The heterocyclic ring is preferably condensed with benzene ring or an aromatic six-membered heterocyclic ring. The benzene ring or the aromatic six-membered heterocyclic ring is preferably substituted with a group comprising a cyclic structure and a chain structure. The liquid crystal compound is advantageously used in preparation of a thin phase retarder, such as a wide-ranged l/4 plate, which gives inverse wavelength distribution. The phase retarder can be easily produced according to a simple process by using the new liquid crystal compound.

Synthesis and anti-tumor activity of nitrogen substituted thalidomide analogs

The present invention comprises a group of compounds that effectively inhibit angiogenesis. More specifically, nitrogen-substituted thalidomide analogs and di-substituted thalidomide analogs have been shown to inhibit angiogenesis. Importantly, these compounds can be administered orally.