Topic
Morpholine
About: Morpholine is a research topic. Over the lifetime, 5411 publications have been published within this topic receiving 51063 citations. The topic is also known as: diethylene imidoxide & diethylene oximide.
Papers published on a yearly basis
Papers
More filters
••
TL;DR: It is concluded that addition of ethyl and, perhaps, groups larger than ethyl dramatically increases the kinetic barrier for addition of aliphatic secondary amines to the P-N bond of ImpN.
Abstract: Aliphatic amines react with phosphoimidazolide-activated derivatives of guanosine and cytidine (ImpN) by replacing the imidazole group. The kinetics of reaction of guanosine 5'-phospho-2-methylimidazolide (2-MeImpG) with glycine ethyl ester, glycinamide, 2-methoxyethylamine, n-butylamine, morpholine, dimethylamine (Me2NH), ethylmethylamine (EtNHMe), diethylamine (Et2NH), pyrrolidine, and piperidine were determined in water at 37 degrees C. With primary amines, a plot of the logarithm of the rate constant for attack by the amine on the protonated substrate, log kSH(A), versus the pKa of the amine exhibits a good linear correlation with a Bronsted slope, beta nuc = 0.48. Most of the secondary amines tested react with slightly higher reactivity than primary amines of similar pKa. Interestingly, some secondary amines show substantially lower reactivity than might be expected: EtNHMe reacts about eight times, and Et2NH at least 100 times, more slowly than Me2NH although all three amines are of similar basicity. For comparison, the kinetics of reaction of guanosine 5'-phosphoimidazolide (ImpG) and cytidine 5'-phosphoimidazolide (ImpC) were determined with Me2NH, EtNHMe, and Et2NH, and similar results were obtained. These results establish that the increased steric hindrance observed with the successive addition of ethyl groups are not due to any special steric requirements imposed by the guanosine or the methyl on the 2-methylimidazole leaving group of 2-MeImpG. It is concluded that addition of ethyl and, perhaps, groups larger than ethyl dramatically increases the kinetic barrier for addition of aliphatic secondary amines to the P-N bond of ImpN. This study supports the observation that the primary amino groups on the natural polyamines are at least 2 orders of magnitude more reactive than the secondary amino groups in the reaction with ImpN.
16 citations
••
TL;DR: In this paper, the solvent and temperature effects on the equilibrium of α-diimine displacement from [Pd( η 3 -C 3 H 5 (NN′)] + (N ǫN′N′C 5 H 4 N-2-CH-NC 6 H 4 OMe-4) by piperidine and morpholine and on the rates of allyl amination by these amines in the presence of activated olefins (ol) leading to [ Pd( √ 2 -ol)(N
16 citations
••
TL;DR: Schiff base 3-[(morpholinoethylimino)methyl]benzene-1,2-diol has been synthesized from the reaction of 4-(2-aminoethyl)morpholine with 2,3-dihydroxybenzaldehyde.
Abstract: Schiff base 3-[(2-morpholinoethylimino)methyl]benzene-1,2-diol has been synthesized from the reaction of 4-(2-aminoethyl)morpholine with 2,3-dihydroxybenzaldehyde. The title compound has been characterized by elemental analysis, IR, 1H-NMR, 13C-NMR and UV–visible techniques. The structure of the compound also has been examined crystallographically. For the compound exist as dominant form of enol-imines in both the solutions and solid state. The crystal structure has been solved by direct methods and refined by full-matrix least squares. The title compound crystallize in the monoclinic space group P21/n with a = 12.085(1), b = 8.256(1), c = 13.650(1) A, β = 108.56(1)°, V = 1291.1(2) A3, D
x
= 1.288 g cm−3, respectively (R
1 = 0.0336 and wR
2 = 0.0922 for 2117 reflections [I > 2σ(I)]. Intramolecular hydrogen bonding is important on the tautomeric properties and the type of aldehyde plays a vital role of the enol-imine and keto-amine properties of the Schiff base ligand.
16 citations
••
TL;DR: A new class of 2,6-disubstituted morpholine N-arylsulfonamide gamma-secretase inhibitors was designed based on the introduction of a morpholine core in lieu or piperidine in the lead series, resulting in compounds with improved CYP 3A4 profiles.
16 citations
••
TL;DR: In this article, trichloroethylene reacts with secondary aliphatic amines in the presence of aqueous solution of NaOH and catalytic quantity of benzyltriethylammonium chloride to give the corresponding N,N,N,'N'-tetraalkylsubstituted glycinamides.
16 citations