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Showing papers on "Piperidine published in 1980"




Journal ArticleDOI
TL;DR: In this paper, the simultaneous catalytic hydrogenation of pyridine and hydrosulfurization of thiophene, model compounds representing sulfur and nitrogen content in oil shale and coal-derived liquid fuels was extended to higher, industrially relevant pressures, up to 7 MPa.
Abstract: The study of the simultaneous catalytic hydrogenation of pyridine and hydrosulfurization of thiophene, model compounds representing sulfur and nitrogen content in oil shale and coal-derived liquid fuels was extended to higher, industrially relevant pressures, up to 7 MPa The reactions were carried out in a continuous plug-flow microreactor at 200 to 400C and thiophene and pyridine partial pressures of 124 kPa each, over a commercial 31% by wt NiO/15% MoO/sub 3//Al/sub 2/O/sub 3/ catalyst Thiophene hydrodesulfurization was inhibited by pyridine under all the conditions studied In the absence of thiophene, pyridine reached a thermodynamic equilibrium with piperidine above 350C at all pressures studied (11 4 to 7 MPa), but this equilibrium was not reached in the presence of thiophene because of the inhibition of pyridine hydrogenation and enhancement of piperidine hydrogenolysis The combined conversion of pyridine plus piperidine, ie, the over-all rate of hydrodenitrification, was enhanced by thiophene at > 300C and > 355 MPa

66 citations


Journal ArticleDOI
TL;DR: A review of advances in the synthesis of morphan compounds from 1980 to the present day can be found in this paper, where the authors highlight advances in morphan synthesis from carbocyclic compounds.
Abstract: This review highlights advances in the synthesis of morphan compoundsfrom 1980 to the present day. 1 Introduction 2 Synthetic Approaches from Carbocyclic Compounds 2.1 Aminocyclization Processes Forming the C(1)-NBond 2.1.1 From Amino Alkenes 2.1.2 From Amino Ketones 2.1.3 By Amine Alkylation 2.1.4 By Amino Conjugate Addition upon Enones 2.2 Aminocyclization Processes Forming the N-C(3)Bond 2.3 Cyclization Processes Forming the C(3)-C(4) Bond 2.4 Cyclization Processes Forming the C(4)-C(5) Bond 2.4.1 Aldol Reactions 2.4.2 Piperidine Ring Closure by a Heck Reaction 2.4.3 Alkenylation of Enolates 2.4.4 Radical Cyclizations 2.4.5 Miscellaneous Approaches 3 Synthetic Approaches from Piperidine Derivatives 3.1 Cyclization upon Iminium Ions Forming the C(1)-C(8) Bond 3.2 Cyclization Processes Forming the C(5)-C(6) Bond 3.3 Cyclization Processes Forming the C(6)-C(7) Bond 4 Cascade Processes 5 Rearrangements 6 Synthesis of 5-Phenylmorphans 7 Conclusions

45 citations



Journal ArticleDOI
TL;DR: Sterically hindered piperidine (I) and its corresponding nitroxyl have been examined for their ability to decompose hydroperoxides, donate hydrogen and influence the rate of photolysis of t-butyl-hydroperoxide in solution.

41 citations



Journal ArticleDOI
TL;DR: In this paper, the effect of various primary and secondary anti-oxidants and light stabiliser systems on the photo-stabilizing performance of a hindered piperidine compound bis[2,2,6,6-tetramethyl-4-piperidinyl]-sebacate in polypropylene film has been examined.

35 citations


Patent
Erwin Nikles1
04 Jan 1980
TL;DR: Novel oligomer or polymer polyamine-1,3,5-triazines containing at least one polyalkylpiperidine radical, for example that of the formula ##STR1## processes for their production, their use for stabilizing organic material, and the organic material protected therewith against oxidative and light-induced degradation as discussed by the authors.
Abstract: Novel oligomer or polymer polyamine-1,3,5-triazines containing at least one polyalkylpiperidine radical, for example that of the formula ##STR1## processes for their production, their use for stabilizing organic material, and the organic material protected therewith against oxidative and light-induced degradation.

34 citations


Patent
29 Sep 1980
TL;DR: In this paper, the piperidine ring is substituted with an aroyl radical or a functional derivative thereof, resulting in compounds being potent serotonin-antagonists, such as 3-(1-piperidinylalkyl)-4H-pyrido[1,2-a]pyrimidin-4-one derivatives.
Abstract: Novel 3-(1-piperidinylalkyl)-4H-pyrido[1,2-a]pyrimidin-4-one derivatives, wherein the piperidine ring is substituted with an aroyl radical or a functional derivative thereof, said compounds being potent serotonin-antagonists.

29 citations


Journal ArticleDOI
TL;DR: Nitrosourea derivatives 18-22 which utilize either a piperidine or pyridine ring as a carrier group were synthesized and evaluated for anticancer activity, with good activity against intracranial L1210 leukemia as well as the mouse ependymoblastoma brain tumor system.
Abstract: Nitrosourea derivatives 18-22 which utilize either a piperidine or pyridine ring as a carrier group were synthesized and evaluated for anticancer activity. N'-(1-Benzyl-4-piperidinyl)-N-(2-chloroethyl)-N-nitosourea hydrogen maleate (19) exhibited good activity against intracranial L1210 leukemia as well as the mouse ependymoblastoma brain tumor system. Compound 19 exhibited comparable activity in the Lewis lung carcinoma system to N,N'-bis(2-chloroethyl)-N-nitrosourea. Replacement of the N-benzyl group in both the 3-piperidinyl- and 4-piperidinylnitrosoureas resulted in less active compounds in all tumor systems tested. The 3-pyridylnitrosourea 22 was inactive in the L-1210 leukemia system.

Journal ArticleDOI
TL;DR: In this paper, the authors studied the kinetics of decomposition of various N-Mannich bases of salicylamide in aqueous solution at 37°C to assess their suitability as prodrugs for amino compounds.

Journal ArticleDOI
TL;DR: In this article, it was shown that the stable N -oxy radical generated during thermal processing catalytically oxidises phenolic antioxidants to their corresponding quinone forms, and the implications of this interaction, particularly with regard to its effect on light stability, are discussed.

Patent
21 May 1980
TL;DR: In this paper, a general formula for novel compounds represented by the following general formula: (FORMULA) wherein Ar represents naphthyl, phenyl, or substituted phenyl; Q represents -C-, -CH2, or-CH- (formulA) (wherein R1 represents hydrogen, alkyl, alkanoyl or alkoxycarbonyl, R 2 represents hydrogen or alkyls, Z represents substituted benzimidazolinyl, and the broken line in the piperidine ring indicates that 3-and 4-
Abstract: Novel compounds represented by the following general formula: (FORMULA) wherein Ar represents naphthyl, phenyl, or substituted phenyl, Q represents -C-, -CH2, or-CH- (FORMULA) (wherein R1 represents hydrogen, alkyl, alkanoyl or alkoxycarbonyl, R represents hydrogen or alkyl Z represents substituted benzimidazolinyl, and the broken line in the piperidine ring indicates that 3- and 4-positions of the piperidine ring are saturated or indicates a double bond therebetween Said compounds and the medically acceptable acid addition salts thereof show a hypotensive action, thus being useful as medicines

Patent
14 Jan 1980
TL;DR: In this paper, a general formula for novel compounds represented by the following general formula: Ar represents naphthyl, phenyl or substituted phenyl, Q represents substituted benzimidazolinyl, R represents hydrogen or alkyl.
Abstract: Novel compounds represented by the following general formula: wherein Ar represents naphthyl, phenyl, or substituted phenyl, Q represents represents hydrogen, alkyl, alkanoyl or alkoxycarbonyl, R represents hydrogen or alkyl. Z represents substituted benzimidazolinyl, and the broken line in the piperidine ring indicates that 3- and 4-positions of the piperidine ring are sat u - rated or indicates a double bond therebetween. Said compounds and the medically acceptable acid addition salts thereof show a hypotensive action, thus being useful as medicines.

Journal ArticleDOI
TL;DR: In this paper, the interaction of selected tetramethylpiperidine derivatives with radicals arising from the Norrish-type I cleavage of dibenzyl ketone under oxygen was studied.
Abstract: The interaction of selected tetramethylpiperidine derivatives with radicals arising from the Norrish-type I cleavage of dibenzyl ketone under oxygen was studied. Product analyses and kinetic studies showed that the investigated sterically hindered piperidine derivatives have a pronounced effect on both the nature and distribution of the products of photolysis of dibenzyl ketone in the presence of oxygen. Observations indicated that the phenylperacetoxyl radical is formed as an intermediate during irradiation and that it interacts with the additives used. Possible mechanisms of the reactions studied are discussed. The observation that oxidation of an isolated double bond by the radicals formed in dibenzyl ketone photolysis under oxygen is strongly inhibited in the presence of the studied sterically hindered amines is discussed in the light of the results presented. The findings are considered in relation to the problem of polymer stabilization.

Journal ArticleDOI
TL;DR: In this article, the influence of prior thermally generated hydroperoxides and added anthraquinone have been examined on the photostabilising action of a hindered piperidine compound, bis(2,2,6,6-tetramethyl-4-piperidinyl) sebacate, in polypropylene film using ESR spectroscopy and flash photolysis techniques.
Abstract: The influence of prior thermally generated hydroperoxides and added anthraquinone have been examined on the photostabilising action of a hindered piperidine compound, bis(2,2,6,6-tetramethyl-4-piperidinyl) sebacate, in polypropylene film using ESR spectroscopy and flash photolysis techniques. The hindered piperidine compound was found to effectively inhibit both the hydroperoxide and carbonyl group sensitised photooxidation of the polymer. Using ESR spectroscopy evidence is presented to show that the hindered piperidine compound reacts stoichiometrically with the hydroperoxide groups generated by thermal oxidation to give a stable nitroxyl radical. On flash photolysis of anthraquinone in hexane transient formation due to the semi-quinone radical and subsequent formation of the hydroquinone were found to be effectively inhibited by a stable N-oxyl radical compound but not the amine. It is concluded that the nitroxyl radical is the effective stabilising species and operates by a radical scavenging mechanism to form the hydroxylamine.


Journal ArticleDOI
TL;DR: In this paper, the vapor phase hydrogenation of pyridine was investigated in an integral flow reactor over NiW Al 2 O 3 catalyst, and the effects of various parameters, viz., temperature, initial partial pressures of the reactants, and reciprocal of space velocity, were studied.

Journal ArticleDOI
TL;DR: The first total synthesis in the ervitsine α-acylindole alkaloid series was achieved via two successive nucleophilic substitutions on the relevant 2-cyano Δ3 piperidine by an indole moiety as mentioned in this paper.

Journal ArticleDOI
TL;DR: In this paper, the i.r. and Raman spectra of piperidine, pyrrolidine, morpholine, their N-methyl derivatives were obtained for the adsorbed state, aqueous solution, and liquid state.

Journal ArticleDOI
TL;DR: Two phenolic amides were isolated from the fruits of white pepper (Piper nigrum L.) and identified to be N-trans-feruloyl tyramine (2a) and N-5-(4-hydroxyphenyl)-2E, 4E-pentadienoyl piperidine (6a) on the basis of chemical and specrtal evidence.
Abstract: Two phenolic amides were isolated from the fruits of white pepper (Piper nigrum L.) and identified to be N-trans-feruloyl tyramine (2a) and N-5-(4-hydroxyphenyl)-2E, 4E-pentadienoyl piperidine (6a) on the basis of chemical and specrtal evidence. Both compounds were synthesized.

Patent
21 Nov 1980
TL;DR: A new piperidine derivative represented by the formula "STR1" was introduced in this article, where X is oxygen, sulfur, carbonyl, hydroxymethylene or methylene; R is straight-chain alkylene having 1-4 carbon atoms with or without lower alkyl substituent(s); m and n are 0 or 1, and are different from each other.
Abstract: A new piperidine derivative represented by the formula: ##STR1## wherein X is oxygen, sulfur, carbonyl, hydroxymethylene or methylene; R is straight-chain alkylene having 1-4 carbon atoms with or without lower alkyl substituent(s); m and n are 0 or 1, and are different from each other (i.e., both m and n are not 0 or 1); and (D) m' , R 1 and (R 2 )n' are usually used as substituents, has a hypotensive activity.

Journal ArticleDOI
TL;DR: In this article, the Mannich reaction and Knoevenagel-type condensation were investigated with various pyridine Noxides having an active methyl group, including 6-methyl-4-phenylpyrimidine 1-oxide (Va) and IVa.
Abstract: Knoevenagel-type condensation and the Mannich reaction were investigated with various pyridine N-oxides having an active methyl group For example, 6-methyl-4-phenylpyrimidine 1-oxide (Va) readily reacted with benzaldehyde in an aqueous ethanolic solution of potassium hydroxide, while 4-methyl-6-phenylpyrimidine (IVa) failed to react with benzaldehyde under the same conditions When Va was treated with piperidine hydrochloride and paraformaldehyde, bis piperidinomethylation occurred at the 6-methyl group The product was transformed into 4-phenyl-6-(2-piperidinoethyl) pyrimidine 1-oxide (XXIIa) by treatment with 5% sulfuric acid at 90°

Journal ArticleDOI
TL;DR: The Titelreaktion mit Piperidin (IIa) fuhrt uber ein zwitterionisches Addukt und dessen Deprotonierung uber das Intermediarprodukt (III) zu den Produkten (IV) und (V), die auch in Abwesenheit von Aminen, aber dann erheblich langsamer entstehen as mentioned in this paper.
Abstract: Die Titelreaktion mit Piperidin (IIa) fuhrt uber ein zwitterionisches Addukt und dessen Deprotonierung uber das Intermediarprodukt (III) zu den Produkten (IV) und (V), die auch in Abwesenheit von Aminen, aber dann erheblich langsamer entstehen.

Patent
Giuseppe Cantatore1
15 Dec 1980
TL;DR: Piperidine compounds that act as light, heat and oxidation stabilizers for synthetic polymers, especially hydrocarbon polymers are Piperidinolcarbamate and Carboxypiperidinreste as discussed by the authors.
Abstract: The invention relates to novel piperidine compounds that act as light, heat and oxidation stabilizers for synthetic polymers, especially hydrocarbon polymers. The compounds are Piperidinolcarbamate the formula: wherein R In particular, A represents a monovalent to tetravalent, each bonded via nitrogen atoms to the rest Carboxypiperidinreste.

Journal ArticleDOI
TL;DR: In this paper, the influence of prior thermally generated hydroperoxides and added benzophenone on the photo-stabilising action of a hindered piperidine compound, bis[2,2,6,6-tetramethyl-4-piperidinyl]-sebacate, was examined.

Journal ArticleDOI
TL;DR: The kinetic behavior of the geometrical isomers I-E and I-Z of the title compound in the presence of piperidine in benzene has been investigated in this article.

Journal ArticleDOI
TL;DR: In this article, two compounds, Cu(AcVal)2 and CuVal2 · H2O, and their amine adducts, were investigated by means of room temperature infrared, electronic and e.p.r. spectroscopy and low and room temperature magnetic susceptibilities.

Journal ArticleDOI
TL;DR: In this article, Covalent adducts 3a-f have been isolated from the reaction between piperidine and pyridinium salts 1a,b.