Search results for "nucleophilic substitution"
showing 10 items of 72 documents
Antidiabetische wirkstoffe. V Lang- und verzweigtkettig substituierte chlor-dihexylamino-1,3,5-triazine
1985
Die nucleophile Substitution eines Chloratoms in 2,4-Dichlor-6-dihexylamino-1,3,5-triazin (1) durch Amine (2a-c) fuhrt zu den Alkylamino-chlor-dihexylamino-1,3,5-triazinen 3a-c. Fur Strukturtyp 3 typische Signale in den 1H-NMR-Spektren sind das Triplett bei 0,9 ppm fur die endstandigen Methylgruppen und das Multiplett bei 3,3-3,65 ppm fur die den Stickstoffatomen benachbarten Methylengruppen. In Verbindungsklasse 3 finden sich Vertreter mit antidiabetischer, trichomonazider, antiviraler und anthelminthischer Wirksamkeit. The nucleophilic substitution of one chlorine atom in 2,4-dichloro-6-dihexylamino-1,3,5-triazine (1) by amines 2a-c leads to the alkylamino-chlorodihexylamino-1,3,5-triazin…
ChemInform Abstract: Thioetherification of Chloroheteroarenes: A Binuclear Catalyst Promotes Wide Scope and High Functional-Group Tolerance.
2015
The nucleophilic substitution of a variety of chloro- and bromohetarenes with arylthiols is optimized to use [PdCl(allyl)]2 in combination with a ferrocenyltetraphosphane as ligand.
ChemInform Abstract: Unique Regioselectivity in the C(sp3)-H α-Alkylation of Amines: The Benzoxazole Moiety as a Removable Directing Group.
2015
The benzoxazol-2-yl substituent is easily introduced by oxidative coupling or nucleophilic substitution and can be removed by hydroxide or by hydride reduction.
Synthese und biochemische Eigenschaften substituierter Phenoxy- und Anilino-1,3,5-triazine
1983
Die nucleophile Substitution eines Chloratoms in 2,4-Dichlor-6-diethylamino-1,3,5-triazin (1) durch die Hydroxyacetophenone 2a–c fuhrt zu den 2-Acetylphenoxy-4-chlor-6-diethylamino-1,3,5-triazinen 3a–c. Analog geht aus der Umsetzung von 1 mit 4-Fluoranilin (4a) das Monoanilinoderivat 5a hervor; dagegen bildet sich unter den gleichen Reaktionsbedingungen aus 1 und 2-Fluoranilin (4b) das Dianilinoderivat 5b. Strukturtyp 3 zeichnet sich durch antimykotische und Antiprotozoenwirksamkeit aus, wahrend 5 herbizide Wirkungen auszulosen vermag. Synthesis and Biochemical Properties of Substituted Phenoxy- and Anilino-1,3,5-triazines The nucleophilic substitution of one chlorine atom in 2,4-dichloro-6…
A new method for the regioselective synthesis of β-enamino acid derivatives
1993
Abstract A mild, simple and efficient route to β-enamino imidazole carbonilic derivatives 3 by reaction of ketimines with N,N′ -carbonyl diimidazole in the presence of boron triflouride as catalyst has been developed. The conversion of 3 to esters has also been explored.
Cyclam-strapped porphyrins and their iron(III)-copper(II) complexes as models for the resting state of cytochrome c oxidase
1999
International audience; The ESR study of two cyclam-strapped porphyrins in which, on one side, the cyclam is attached with a variable length linker to the porphyrin and, on the other side, a non-coordinating strap protects the iron from any intermolecular interaction, is reported. Variation of the linker length is made possible by the use of either a Michael reaction or a nucleophilic substitution, leading respectively to three or two carbon atom links. It is shown that in the case of the shortest link, the oxidized ironÈcopper complex exhibits a spin interaction. The distance between thetwo metal centers is evaluated to be around 4.5 Å, a value consistent with the one found in the natural …
Reaction of 2-acetyltetralone with some esters of benzoic acid
1986
In order to investigate the pharmacological screening of a number of pyran-4-ones their synthesis by cyclization with sulphuric acid of the corresponding 1,3,5-triketones has been carried out with high yields. In the course of preparation of the latter the reaction of 2-acetyltetralone with some esters of benzoic acid derivatives has been studied and in particular, for a number of them, an interesting nucleophilic substitution of a chlorine atom with an alkoxy group on a benzenic nucleus has been evidenced.
ChemInform Abstract: Reaction of 2-Acetyltetralone with Some Esters of Benzoic Acid.
1987
In order to investigate the pharmacological screening of a number of pyran-4-ones their synthesis by cyclization with sulphuric acid of the corresponding 1,3,5-triketones has been carried out with high yields. In the course of preparation of the latter the reaction of 2-acetyltetralone with some esters of benzoic acid derivatives has been studied and in particular, for a number of them, an interesting nucleophilic substitution of a chlorine atom with an alkoxy group on a benzenic nucleus has been evidenced.
Can the absence of solvation of neutral reagents by ionic liquids be responsible for the high reactivity in base-assisted intramolecular nucleophilic…
2005
[reaction: see text] The kinetics of the rearrangement of the Z-phenylhydrazone of 3-benzoyl-5-phenyl-1,2,4-oxadiazole (1a) into the relevant 4-benzoylamino-2,5-diphenyl-1,2,3-triazole (2a) induced by amines have been studied in two room-temperature ionic liquids (IL-1, [BMIM][BF4] and IL-2, [BMIM][PF6]). The data collected show that the reaction occurs faster in ionic liquids than in other conventional solvents previously studied (both polar or apolar, protic or aprotic). Presumably, this could depend on their peculiar ability to minimize the strong substrate-solvent, amine-solvent and amine-amine interactions occurring in conventional solvents.
Synthesis of fluorine-18 labeled sulfonureas as ?-cell imaging agents
2001
Tolbutamide (1) and glyburide (7) are hypoglycemic drugs used to stimulate insulin secretion in type 2 diabetic patients. We have synthesized their fluorine-18 labeled analogs, 1-[(4-[ 18 F]fluorobenzenesulfonyl)]-3-butyl]urea (p-[ 18 F]fluorotolbutamide, 3a) and N-{4-[β-(2-[ 18 F]fluoroethoxybenzene carboxamido)ethyl]benzenesulfonyl)-N'-cyclohexylurea (2-[ 18 F]fluoroethoxyglyburide, 6a) as β-cell imaging agents. Compound 3a was synthesized via two approaches: One-step synthesis via nucleophilic substitution of p-nitrotolbutamide (2) with K[ 18 F]/Kryptofix 2.2.2 in either CH 3 CN or DMSO gave a complicated mixture; a two-step synthesis via preparation and reaction of 4-[ 18 F]fluorobenzen…