Showing papers on "Morpholine published in 1982"

4-(1,2,4-Triazol-1-yl)- and 4-(3-nitro-1,2,4-triazol-1-yl)-1-(β-D-2,3,5-tri-O-acetylarabinofuranosyl)pyrimidin-2(1H)-ones. Valuable intermediates in the synthesis of derivatives of 1-(β-D-arabinofuranosyl)cytosine (ara-C)

Abstract: Treatment of the acetylated derivative (3b), which was prepared from uridine in 86% overall yield, with tri(1H-1,2,4-triazol-1-yl)phosphine oxide gave compound (6a) in high yield, and with 3-nitro-1,2,4-triazole and diphenyl phosphorochloridate it gave compound (6b) in high yield. When the former product (6a) was allowed to react with ammonia, methylamine, dimethylamine, and morpholine at room temperature, and the products further deacetylated if necessary, ara-C (1; R1= R2= H) and its corresponding 4-N-alkyl derivatives (1; R1= H, R2= Me), (1; R1= R2= Me), and [1; R1,R2=–(CH2)2O(CH2)2–] were obtained in very high yields. 4-N-Phenyl-ara-C (1; R1= H, R2= Ph) was obtained in high yield when compound (6a) or (6b) was heated with aniline in pyridine solution and the products then deacetylated. The nitro-compound (6b) was converted into the ara-C derivative (1; R1= H, R2= CH2CO2Me), and the sulphide (7) was obtained following the deacetylation of the products of the reaction between the 1,2,4-triazolyl derivative (6a), toluene-p-thiol, and triethylamine.

Paramagnetic complex salts, their preparation and their use in NMR diagnostics

Abstract: 1. Claims for the Contracting States : BE, CH, DE, FR, GB, IT, LI, LU, NL, SE Physiologically compatible paramagnetic complex salts of aminopolycarboxylic acids of the formulae I to IV see diagramm : EP0071564,P14,F1 N-Hydroxyethyl-N,N',N'-ethylenediaminetriacetic acid (HEDTA) see diagramm : EP0071564,P14,F2 N,N,N',N",N"-diethylenetriaminepentaacetic acid (DTPA) HOH2 C-CH2 N(CH2 COOH)2 N-Hydroxyethyliminodiacetic acid see diagramm : EP0071564,P14,F3 wherein m represents 1 to 4 n represents 0 to 2 R**1 represents a saturated or unsaturated hydrocarbon group with 4 to 12 hydrocarbon atoms or the group -CH2 -COOH, or diphosphonic acids of the general formula V see diagramm : EP0071564,P15,F1 wherein R2 represents hydrogen, alkyl of 1 to 4 carbon atoms, halogen, the hydroxy-, amino- or CH2 -COOH groups, and R3 represents hydrogen, alkyl of 1 to 4 carbon atoms, or the -CH2 -COOH group, and the ions of the lanthanide elements of numbers 57 to 70 or the ions of the transition metals of numbers 21 to 29, 42 and 44 and an organic base, by which as organic base glucamine, N-methylglucamine, N,N-dimethylglucamine, ethanolamine, diethanolamine, morpholine, lysine, ornithine and arginine are concerned. 1. Claims for the Contracting State : AT Process for the preparation of materials for NMR-diagnosis containing at least a paramagnetic, physiologically compatible complex salt of aminopolycarboxylic acids of the formulae I to IV see diagramm : EP0071564,P19,F1 N-Hydroxyethyl-N,N',N'-ethylenediaminetriacetic acid (HEDTA) see diagramm : EP0071564,P19,F2 N,N,N',N",N"-Diethylenetriaminepentaacetic acid (DTPA) HOH2 C-CH2 N(CH2 COOH)2 N-Hydroxyethyliminodiacetic acid see diagramm : EP0071564,P19,F3 wherein m represents 1 to 4 n represents 0 to 2 R**1 represents a saturated or unsaturated hydrocarbon group with 4 to 12 hydrocarbon atoms or the group -CH2 -COOH, or diphosphonic acids of the general formula V see diagramm : EP0071564,P20,F1 wherein R2 represents hydrogen, alkyl of 1 to 4 carbon atoms, halogen, the hydroxy-, amino- or CH2 -COOH groups, and R3 represents hydrogen, alkyl of 1 to 4 carbon atoms, or the -CH2 -COOH group, and the ions of the lanthanide elements of numbers 57 to 70 or the ions of the transition metals of numbers 21 to 29, 42 and 44 and an organic base, by which as organic base glucamine, N-methylglucamine, N,N-dimethylglucamine, ethanolamine, diethanolamine, morpholine, lysine, ornithine and arginine are concerned, optionally with the usual additives in the art, dissolved or suspended in water or physiological salt solution characterised in that one brings into a form for oral or intravascular application the paramagnetic complex salt dissolved or suspended in water or a physiological salt solution optionally with the usual additives in the art.

Stereospecific synthesis of 16.alpha.-hydroxy-17-oxo steroids by controlled alkaline hydrolysis of corresponding 16-bromo-17-ketones and its reaction mechanism

Abstract: Synthesis of 16..cap alpha..-hydroxy-17-oxo steroids and 3..beta..,16..cap alpha..-dihydroxy-5-17-oxoandrosten-3-yl sulfate from 16..cap alpha..-bromo-17-oxo steroids and the reaction mechanism of the controlled alkaline hydrolysis are described. Treatment of the bromo ketones with NaOH in aqueous DMF gave the 16..cap alpha..-hydroxy 17-ketones stereoselectively in 95% yield without formation of other ketols. The sodium salt of 3-sulfate was also obtained in one step in 85% yield from the corresponding bromo ketone. Isotope-labeling experiments and time-course studies showed that equilibration between the 15-bromo epimers occurs by the reaction mechanism described in this report. The 16..beta..-morpholino derivaive obtained by reaction with morpholine was shown to be an isomerized product of the 16..cap alpha.. isomer which is produced also by S/sub N/2 displacement of the 16..beta..-bromine. The mechanism of ketol rearrangement to the 17..beta..-hydroxy-16-oxo compound was found to involve a hydration to the carbonyl function. The new hydration dehydration mechanism is proposed for the ketol rearrangement.

The microbial degradation of morpholine

Abstract: Morpholine can be completely degraded microbiologically, and two organisms have been isolated, each capable of growth in a simple mineral salts medium with morpholine as the sole source of carbon, nitrogen and energy. Excess nitrogen is liberated as ammonia. The enzymes responsible for the oxidation of morpholine are inducible and, in organism Mor G, will also oxidize piperidine, piperazine and pyrrolidine, which are not growth substrates. Ethanolamine is a likely intermediate, though the metabolic steps in morpholine degradation do not give rise solely to acetyl-CoA. After a period of acclimation, a laboratory scale activated sludge plant effectively removed morpholine over the long period it was operated; the sludge was also capable of nitrification. The possible effects of other chemicals in trade wastes containing morpholine on nitrification and morpholine oxidation are described.

α-Pentafluoropropionylation of Ketones and Aldehydes Using Hexafluoropropene Oxide. A Facile Synthesis of Fluorinated 1,3-Diketones

Abstract: Hexafluoropropene oxide reacts smoothly with morpholine enamines from ketones and aldehydes at 0 °C to room temperature in anhydrous THF to give pentafluorinated 1,3-diketones in good yields. The keto-enol equilibrium in the products is generally in favor of their enol form.

Salts of sulfodehydroabietic acid and treatment of gastro-intestinal diseases

Abstract: A pharmaceutically acceptable salt of sulfodehydroabietic acid of the formula: for use in the therapeutic treatment or prophylaxis of a gastro-intestinal disease and a salt of sulfodehydro-abietic acid of the formula: with lithium, potassium, magnesium, calcium, aluminium, aluminium hydroxide, an alkyl(C 1-5 )amine, di-alkyl(C 1-5 ) amine, tri-alkyl(C 1-5 )amine, cycloalkyl(C 3-6 )amine, di-alkyl (C 1-5 )amino-alkyl(C 1-5 )amine, alkoxy(C 1-5 )-alkyl(C 1-5 )amine, hydroxy-alkyl(C 1-5 )amine, alkylene (C 2-6 )diamine, aralkyl (C 7-8 amine, alkyl(C 1-6 ) N-piperidinoacetyl-p-aminobenzoate, alkyl(C 1-5 ) N-prolyl-p-aminobenzoate, alkyl(C 1-5 ) N-pipecolyl-p-amino-benzoate, morpholine, piperazine, 3-(3,4-dihydroxyphenyl)-8,8-dimethyl-1,8-diazoniaspiro[4.5]decane, 1-(2-dimethyl-aminoethyl)-4-phenyl-2-pyrrolidone, homocysteine thiolactone, an a-amino acid of the formula: wherein R' is amino, guanidino, carbamoyl, dimethylthionia, 4-imidazolyl, mercapto or methylthio, R 2 is hydroxy, alkoxy(C 1-5 ), amino, alkyl(C 1-8 )amino, di-alkyl(C 1-5 )amino, cycloalkyl-(C 3-6 )amino or p-alkoxy(C 1-5 ) anilino, and A is straight alkylene (C 2-5 ), an ω-amino acid of the formula: wherein R 3 is hydroxy or alkoxy(C 1-5 ) and B is straight alkylene(C 1-5 ) (the alkylene being optionally substituted with phenyl), or carnosine.

Catalysis of condensation reactions of amines

Abstract: Certain hydrogen phosphate and pyrophosphate com. positions are employed as catalysts for organic condensation reactions. Particularly high conversions and selectivities are obtained by the use of synergistic mixtures of in cyclization reactions such as in the conversion of hydroxyethylpiperazine to triethylenediamine and morpholine to dimethylaminoethylmorpholine.

Neutral complexes of the indium dihalides

Abstract: The neutral complexes In2X4•2L (X = Cl, Br, I; L = 1,4-dioxan, tetrahydropyran, tetrahydrofuran, tetrahydrothiophene), In2X4•2L (X = Br, I; L = dimethylsulphide), In2X4•4L (X = Cl, Br, I; L = piperidine, piperazine, morpholine), and In2X4•4L (X = Br, I; L = pyridine, dimethylsulphoxide) have been prepared. Solid state Raman spectra indicate that the compounds contain indium–indium bonds.

Preparation of silver catalyst

Abstract: PURPOSE:To prepare a silver catalyst having high activity and also high in selectivity of ethylene to ethylene oxide, by immersing a carrier in a solution containing a silver salt, monoamine and ether substituted with an amino group and subsequently heating the impregnated carrier to support silver. CONSTITUTION:In preparing a silver catalyst used in gaseous phase catalytic oxidation of ethylene to ethylene oxide by molecular oxygen, a carrier (e.g., alpha-alumina) is immersed in a solution containing a silver salt (e.g., silver nitrate), monoamine (e.g., isopropylamine) and ether substituted by an amino group (e.g., morpholine) and, subsequently, the impregnated carrier is heated to support silver. The amount to be used of silver is 1-20wt% as a silver supporting amount and that of amine is 0.1-10mol to 1g atom of silver and that of ether substituted by an amino group is 0.3-3mol to 1g atom of silver. Thus obtained silver catalyst has high activity and is also high in selectivity of ethylene to ethylene oxide.

Triethylenediamine preparation via phosphate catalysts

Abstract: Certain hydrogen phosphate and pyrophosphate compositions are employed as catalysts for organic condensation reactions. Particularly high conversions and selectivities are obtained by the use of synergistic mixtures of in cyclization reactions such as in the conversion of hydroxyethylpiperazine to triethylenediamine and morpholine to dimethylaminoethylmorpholine.

Amphoteric styrene derivatives useful as fluorescent brighteners

Abstract: The amphoteric styrene derivatives correspond to the formula ##STR1## in which X is oxygen, sulfur, a direct bond, --SO2 N(R5 --, --CON(R5 -- or --COO--, Y1 and Y2 independently of one another are C1 -C4 -alkylene or hydroxypropylene, R1 and R2 independently of one another are C1 -C4 -alkyl or, together with the N atom, are a pyrrolidine, piperidine, hexamethyleneimine or morpholine ring, and R1, together with R5, is also a piperazine ring, R3 and R4 are hydrogen, C1-4 -alkyl, chlorine, C1-4 -alkoxy or C3-4 -alkenyl or together, in the o-position relative to one another, are a trimethylene or tetramethylene group, R5 is hydrogen, C1-4 -alkyl or cyanoethyl or, together with R1, is a piperazine ring, Q is --COO or --SO3 and n is the number 1 or 2, and can be prepared by reacting the corresponding amine compounds with a halide of the formula Hal--Y2 --QH and saponifying the quaternary ammonium halides eventually formed. They can be used for the fluorescent brightening of organic materials.

Enamines in the synthesis of 2-(substituted amino)-3,3-dialkylchromanones

Abstract: Ethanamines with two alkyl groups at position 2 react with derivatives of 2-hydroxybenzaldehyde to give 2-alkylamino-3,3-dialkylchroman-4-ols such as (4a) as mixtures in which one diasteroisomer preponderates. Oxidation supplies the corresponding chromanones of type (4b) as single racemates except for the bischromanone derived from piperazine. The enamines used were derived from morpholine, pyrrolidine, N-methylaniline, and piperazine as bases, and 2-methylpropanal, 2-methylbutanal, and cyclohexanecarbaldehyde as carbonyl components. 2-Hydroxybenzaldehyde itself, and its 3-methoxy-, 4-methoxy3,5-dibromo-, 4,6-dimethyl-, 5-nitro-, and 3-nitro-derivatives, and also 2-hydroxynaphthalene-1-carbaldehyde were employed.

Morpholine compounds prepared via phosphate catalysts

Abstract: Certain hydrogen phosphate and pyrophosphate compositions are employed as catalysts for organic condensation reactions. Specifically, a diethylene glycolamine compound is converted to a morpholine compound in the presence of such a catalyst.

Étude, par spectroscopie de vibration, de deux solvants de la cellulose: La N-méthyl morpholine N-oxyde et son monohydrate

Abstract: The ir and Raman spectra of N-methyl morpholine N-oxide and its monohydrate have been investigated in the frequency range 4000–50 cm−1. For these two compounds, classified among the best cellulose solvents, there exists only the conformer where NO and CH3 groups are respectively in axial and equatorial positions. For anhydrous N-methyl morpholine N-oxide, the dipole–dipole interaction is characterized by a strong line at 75 cm−1 in the Raman spectra.The molecules can be divided into two parts: a hydrophobic part (O(CH2)2) not active in the cellulose dissolution, and a hydrophilic part, which is able to stabilize a chain of water molecules and reveals the importance of the pyramidal environment of water molecules in the monohydrate.

Tieffarbige Pseudooxo-Krokonsäurebisamide

Abstract: 4,5-Dichloro-2-dicyanomethylene-4-cyclopenten-1,3-dione (2) is synthesized by partial Retro-Michael addition of tetracyanoethylene to 4,5-dichloro-4-cyclopentene-1,3-dione. Compound2 is a new electron acceptor, withN-methyl-benzthiazolone-2-hydrazone giving a charge-transfer complex (6). Nucleophilic substitution of2 by pyrrolidine, morpholine and piperidine leads to deeply coloured bisamides7,8. With aromatic amines bisamides are formed too (11), but monosubstitution products can be isolated.N,N-Dimethylaniline reacts with2 by elimination of hydrogen chloride, leading to aN,N-dimethylaminophenyl monosubstitution product of2. The bisamides are green-blue compounds with intense violet colour in solution. The dyes can be classified as pseudooxo croconic acid bisamides, the new type of chromophore is discussed by13C-spectroscopy and quantum chemical calculations (CNDO-CI).

Method for processing direct positive photosensitive silver halide material

Abstract: PURPOSE: To improve the sharpness and edge effect of an image by developing a direct positive photosensitive silver halide material contg. a specified compound in the presence of tetra-substituted thiourea. CONSTITUTION: A direct positive photosensitive silver halide material contg. a compound represented by general formula I (where each of R 1 and R 2 is H, an aliphatic residue, an aromatic residue or a heterocyclic group, R 3 is H or an aliphatic residue, R 4 is H, an aliphatic residue or an aromatic residue, and X is a bivalent aromatic residue) is developed in the presence of a compound represented by general formula II (where each of R' 1 WR' 4 is optionally substituted alkyl, alkenyl or aryl, and R' 1 and R' 2 , R' 2 and R' 3 , or R' 3 and R' 4 may be bond to each other to form 5- or 6-membered heterocyclic imidazolidinethione, piperidine or morpholine). COPYRIGHT: (C)1983,JPO&Japio

The enamine route to 2-morpholinoisoflav-3-ene

Abstract: In contrast to earlier reports, the condensation of N-styrylmorpholine with salicylaldehyde or with 3-methoxysalicylaldehyde gives 2-morpholinoisoflav-3-ene derivatives. 2-Morpholinoisoflav-3-ene can be hydrogenolysed in a useful synthesis of isoflavan; with acids it gives in high yield a remarkably stable di(isoflavenyl) ether (6); with triphenylmethyl perchlorate it gives isoflavylium perchlorate.A similar condensation with N-(cyclohexenyl)morpholine behaves differently, giving alcohols that are oxidised to chromone (or tetrahydroxanthone) derivatives, in accord with previous reports.

Synthesis of heterocyclic amines via the reaction of dialkylene glycol and ammonia

Abstract: This invention relates to an improved process for producing morpholine and its derivates by reacting ammonia and dialkylene glycol. The improvement resides in continuously charging the dialkylene glycol and ammonia to a trickle bed reactor, operating the reactor under conditions such that the dialkylene glycol is maintained as a discontinuous liquid phase and the morpholine formed is predominantly in the vapor phase.

Eine neue Methode zur Darstellung von 2,4-disubstitutierten Morpholinen

Abstract: Bei der reduktiven Aminierung von ω-Acetoxyacetophenonen (Acyloinestern) 1 mit sekundaren Aminoethanolen 3 und Ameisensaure nach der Leuckart-Wallach-Reaktion werden 2-(Aryl),4-disubstituierte Morpholine 5 gewonnen. Die Zwischenstufen der Reaktion werden diskutiert. Die ω-Halogenacetophenone reagieren analog. A New Method for the Synthesis of 2,4-Disubstituted Morpholines ω-Acetoxyacetophenones (acyloin esters) 1 react with secondary aminoethanols 3 and formic acid according to Leuckart-Wallach's reaction to form 2-(aryl),4-disubstituted morpholines 5. Intermediates of the reaction are discussed. The ω-halogenacetophenones react analogically.

Synthesis of morpholine

Abstract: This invention relates to an improved process for producing morpholine. The improvement resides in continuously charging the diethylene glycol and ammonia to a first trickle bed reactor, operating the reactor under conditions such that the diethylene glycol is maintained as a discontinuous liquid phase and the morpholine formed is predominantly in the vapor phase, separating the reaction products into a morpholine stream and a 2-(2,aminoethoxy)ethanol stream, and then charging the 2-(2,aminoethoxy)ethanol stream to a second trickle bed reactor and then reacting with ammonia to produce morpholine.

Aqueous concentrates of pesticides

Abstract: 1. An aqueous solution concentrate comprising alph) a liquid or solid pesticide that is stable in water and less than 1 % soluble in water and has a water number greater than 10, and beta) a salt of an aromatic sulphonic acid having the formula see diagramm : EP0074329,P8,F1 wherein R1 , R2 and R3 have the same or different meanings and each is hydrogen or straight-chain or branched C1 -C6 -alkyl, Z is a direct bond or a straight-chain or branched C1 -C6 -alkylene bridge and R4 is an alkali metal, an ammonium group, a primary, secondary or tertiary amine group, a hydroxyalkylamine group or a morpholine group, in an amount sufficient to form an aqueous solution.

Transnitrosation by nitrosamines in vivo.

Abstract: The significance of in vivo transnitrosation in carcinogenesis by the nitrosamines formed was studied by feeding mixtures of morpholine and nitrosamines to rats for most of their lifespan. In some groups, a transnitrosation catalyst (sodium thiocyanate) was fed simultaneously. None of the four nitrosamines induced a significant number of liver tumours when fed singly, although nitrosophenylbenzylamine induced tumours of the spleen and upper gastrointestinal tract and nitroso-N-methylpiperazine induced tumours of the nasal cavity. Nitrosoproline taken with morpholine did not give rise to tumours, except when given in combination with sodium thiocyanate, which gave rise to an even higher frequency of hepatic tumours when given alone. Nitrosohydroxyproline with morpholine induced liver carcinomas in 3 of 20 rats and in 9 of 20 rats in the presence of sodium thiocyanate. Rats given nitrosophenylbenzylamine plus morpholine lived less than 2 years and 4 of them had liver tumours. Most rats treated with nitrosomethylpiperazine died within a year, because of the tumours induced; the combination with morpholine hydrochloride led to the formation of liver carcinomas in 2 of 20 rats and in 5 of 20 when thiocyanate was given.

Hypochlorite oxidation of morpholine-borane

Abstract: Morpholine-borane reacts with sodium hypochlorite in a 1:4 mole ratio wherein three OCl/sup -/ species are utilized for hydride oxidation and a fourth is consumed in the chlorination of morpholine. The determination of kinetic parameters, based upon the stopped-flow spectrophotometric measurement of the rate of disappearance of OCl/sup -/ at 290 nm (pH9-11), is complicated by these consecutive competitive reactions of hypochlorite. At a given pH, the second-order rate constant for the reaction of OCl/sup -/ with morpholine is about 10/sup 3/ times greater than that for attack of hypochlorite on amine-borane; thus, a reliable determination of the latter constant was based upon ''initial rate'' studies under pseudo-first-order conditions involving a large stoichiometric excess of morpholine-borane. The rate of reaction of hypochlorite with amine-borane is also first order in hydrogen ion and is subject to a normal substrate isotope effect with O(CH/sub 2/)/sub 4/NH.BH/sub 3/ reacting about 1.6 times more rapidly than O(CH/sub 2/)/sub 4/NH.BD/sub 3/. At a given lyonium ion concentration, the reaction is enhanced by a factor of about 3.5 in D/sub 2/O. It is proposed that the rate-limiting step involves oxidative attack of hypochlorous acid at a boron-hydrogen bond in the amine-borane and that subsequent oxidation ofmore » the two remaining hydridic hydrogen atoms is rapid relative to the chlorination of morpholine. The inverse solvent isotope effect is attributed to a higher concentration of DOCl in D/sub 2/O relative to that of HOCl in normal water at a given pD (pH), but is likely that this influence is partially offset by a normal secondary isotope effect associated with attack of HOCl (DOCl) at the B-H bond.« less

New 2-(phenoxymethyl)morpholine derivatives, their therapeutic use and process for preparing them

Abstract: The present invention relates to 2-(phenoxymethyl)morpholine derivatives, as new industrial products, which are chosen from the set consisting of: i. the 2-[(2-chloro-3,5-dimethoxyphenoxy)methyl]-N-alkylmorpholine of general formula: in which: X represents CO or CH2 and R represents CH(CH3)2 or C(CH3)3, and; ii. their addition salts when X is CH2. These new products are useful in therapeutic treatment, especially as sedative agents.

Vulcanizing composition for halogen-containing polymer

Abstract: PURPOSE: To provide the titled composition which can be vulcanized easily giving a polymer having improved heat resistance, oil resistance, etc, by compounding a halogen-containing polymer with thiuram sulfide, a metallic oxide as an acid acceptor, and a polyoxyethylene compound CONSTITUTION: The objective composition is prepared by mixing and kneading (A) 100ptswt of a halogen-containing polymer with (B) 01W10ptswt of a thiuram sulfide of formulaI(R 1 WR 4 are 1W6C hydrocarbon group; x is 1W6) or formula II (x' is 1W6), (C) 1W100ptswt of a polyoxyethylene compound of formula R 5 OCH 2 (CH 2 OCH 2 )n 1 CH 2 OR 6 [R 5 and R 6 are H, 1W18C hydrocarbon group, or group of formula III (R' is 1W17C hydrocarbon group); n 1 is 0W50], etc as an accelerator, and (D) 05W50ptswt of a metallic oxide (eg oxide of the II-group metal) as an acid acceptor To increase the rate of vulcanization, it is effective to add 02W5ptswt of sulfur or a morpholine polysulfide of formula IV (x" is 1W6) to the composition COPYRIGHT: (C)1983,JPO&Japio