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Showing papers on "Morpholine published in 1970"



Journal ArticleDOI
TL;DR: The role of structure in the reaction between enamines and nitroolefins has been evaluated in this article, where a synthetic method is presented for preparing substituted cyclic nitronic esters incorporating a 6-membered ring.

31 citations


Patent
02 Feb 1970
TL;DR: In this paper, the derivates of palkyl-carbonyl-phenoxy-alkyl and carboxyphenoxy-ALKyl-carboxylic acids complying to the general formula: where R represents -H, NH2; (-CH3C2H5, C3H7, or the omega halogen derivatives of these groups); C6H5; -OH, -OCH3, OC2h5, NHOH or where R1 and R2 can be linear radicals such as -CH3 or -CH2-CH
Abstract: Derivatives of p-alkyl-carbonyl-phenoxy-alkyl- and carboxyphenoxy-alkyl-carboxylic acids complying to the general formula: where R represents -H, NH2; (-CH3C2H5, C3H7, or the omega halogen derivatives of these groups); C6H5; -OH, -OCH3, OC2H5, NHOH or where R1 and R2 can be linear radicals such as -CH3 or -CH2-CH3 or can be a ring such as that of piperidine, methyl-2-piperidine, piperazine, morpholine, pyrrolidine, methyl-4-piperidine, Nphenyl-piperazine, N-p-methoxy-phenyl-piperazine, N-methyl-4piperazine, N-p-chlorophenyl-piperazine or hexamethyleneimine or ethylamino-ethyl-amine; X represents O or N-O-H; R-C- represents -C*N; n is 0, 1, 2 or 3 normal or iso when R'' is -H and N IS 1, 2, 3 WHEN R'' is -C6H5; R'' represents -H or C6H5; and Y represents -OH -OCH3; -OC2H5; NHOH or where R1 and R2 can be linear radicals such as -CH3 or -CH2CH3 or can be represented by a ring such as that of piperidine, methyl-2-piperidine, piperazine, morpholine, pyrrolidine, methyl-4-piperidine, N-phenyl-piperazine, N-p-methoxy-phenylpiperazine, N-methyl-4-piperazine, N-p-chlorophenyl-piperazine or hexamethyl-eneimine or ethylamino-ethyl-amine. These compounds have neurotrope, anti-inflammatory and normo-lipid activity.

18 citations


Patent
15 Jul 1970
TL;DR: In this paper, a process for controlling corrosion caused by acidic components in the initial condensate of a distilled petroleum product comprises adding a corrosioninhibiting amount of morpholine to said petroleum product as it passes through the refining unit.
Abstract: 1,198,734. Distilling hydrocarbons. NALCO CHEMICAL CO. 1 May, 1968, No. 20738/68. Heading C5E. [Also in Division C7] A process for controlling corrosion caused by acidic components in the initial condensate of a distilled petroleum product comprises adding a corrosion-inhibiting amount of morpholine to said petroleum product as it passes through the refining unit. The invention extends to compositions containing morpholine and the salt of an aliphatic amine R 1 R 2 R 3 N (where R 1 is a C 8 to C 22 aliphatic radical and R 2 and R 3 are H or C 1 to C 22 aliphatic radicals) with a polymerized fatty acid. Many primary, secondary and tertiary amines are listed; the only acid polymer specified is a dimer obtained by fusing sodium hydroxide with castor oil, which is a mixture of C 34 to C 36 dicarboxylates. The morpholine or the composition may be added to the petroleum product at any stage such as the crude feed, the overhead vapour line or a recycle line.

15 citations


Journal ArticleDOI
TL;DR: In this paper, the reaction of 2-acetoxy-1,4-naphthoquinone with N-(1-propenyl)morpholine in an ordinary atomsphere afforded 3-methylnaphthso[2,3-b]furan-4,9-quinone in a modest yield.
Abstract: The reaction of 2-acetoxy-1,4-naphthoquinone with N-(1-propenyl)morpholine in an ordinary atomsphere afforded 3-methylnaphtho[2,3-b]furan-4,9-quinone in a modest yield. When this reaction was carried out in an atmosphere of nitrogen, the reaction product was an aminodihydronaphthofuran XII, which was then converted into 3-methylnaphtho[1,2-b]-2,3-dihydrofuran-4,5-quinone by succesive treatments with ferric chloride, sodium borohydride, and sufuric acid.

13 citations


Journal ArticleDOI
TL;DR: The Mannich reaction on 3-oxo-5,6-diphenyl-2,3-dihydro-1,2,4-triazine (1) and on 3,5-dioxo-6-phenyl, 2,3,4,5,tetrahydro, 1.4, and 3.4 triazin (4) using piperidine or morpholine together with formaldehyde, leads to the formation of 5a, b and 6a, respectively, b, respectively.

11 citations


Journal ArticleDOI
TL;DR: In this paper, Morpholine, piperidine and pyrrolidine enamines of 2-methylcyclohexanone react with ethyl azodicarboxylate to give, after hydrolysis, 2 -methyl-6-(N,N′-dicarbethoxy)hydrazinocyclohexenone in 49, 47% and 84% yield, respectively.

10 citations


Journal ArticleDOI
Abstract: Cyano-ynamines prepared from cyanochloroacetylene and dimethyl- and diethyl-amine, piperidine, morpholine, and pyrrolidine were converted into the corresponding cyanoacetamides on acidic hydrolysis. Treatment of the cyano-ynamines with benzylamine or secondary amines in the presence of boron trifluoride–ether afforded linear cyano-enamines : reaction with methyl anthranilate gave 3-cyano-4-hydroxyquinoline derivatives. Treatment of cyano-ynamines with alcohols gave cyano(alkoxy)-enamines. Acidic hydrolysis of cyano-enamines and cyano-(alkoxy)-enamines afforded cyanoacetamides and a mixture of the corresponding cyano-acetamides and -acetates respectively. 1,3-Dipolar cycloaddition of diethylamino- or morpholino-cyanoacetylene, to 5-nitro-2-furan-carbonitrile oxide afforded 5-diethylamino- and 5-morpholino-3-(5-nitro-2-furyl)isoxazole, which were identical with the 1,3-dipolar cyclo-adducts of the (NN-diethyl)- and 1-(NN-dimorpholyl)-cyano-enamines to the same nitrile oxide. A similar addition of the cyano(alkoxy)-enamine however, gave a mixture of 5-O- and 5-N-substituted isoxazole. Treatment of cyanopiperidinoacetylene with methanesulphonyl chloride in the presence of triethylamine afforded a simple adduct of methylsulphonylmethanesulphonyl chloride with a cyano-enamine-type structure; similar treatment of 1,1-diethylamino-2-cyanoethylene gave 1,1-diethylamino-2-cyano-2-(methylsulphonylmethanesulphonyl)ethylene. When treated with phenyl isocyanate or isothiocyanate, cyano(alkoxy)- enamines afforded simple addition products.

9 citations


Journal ArticleDOI
TL;DR: In this article, disubstituted aminophosphonium bromides were obtained in excellent yields from the reaction of triphenylphosphine dibromide and the secondary amines using simple procedures.
Abstract: Disubstituted aminotriphenylphosphonium bromides were obtained in excellent yields from the reaction of triphenylphosphine dibromide and the secondary amines using simple procedures. This method has an advantage in the preparation of cyclic aminophosphonium salts, such as those of morpholine or piperidine. The treatment of the disubstituted aminophosphonium salt with bases resulted in dehydrohalogenation, followed by a Hofmann-like decomposition, and gave imine and triphenylphosphine.

9 citations



Patent
18 Feb 1970
TL;DR: In this article, a process for separating saturated hydrocarbons and olefins from mixtures of mixtures thereof is described, by subjecting such a mixture to an extractive distillation in the presence of a solvent selective for the olefin.
Abstract: Process for separating saturated hydrocarbons and olefins from mixtures thereof, by subjecting such a mixture to an extractive distillation in the presence of a solvent selective for the olefins, whereby the solvent containing the separated olefin dissolved therein is subjected to a further distillation for separating the olefin from the solvent and the latter recycled back into the extractive distillation, wherein as selective solvent morpholine and/or a substituted morpholine is used.

Journal ArticleDOI
TL;DR: In this paper, the Vilsmeier reaction with Acetoveratrone and properties of the reaction products are investigated, and the results show that the reaction produces the main product in DMF and hydrochloric acid.
Abstract: Acetoveratron gibt mit dem Vilsmeier-Komplex neben 1 unter schonenden Bedingungen den Dialdehyd 2, der mit Morpholin 4 ergibt. Mit konz. Alkali wird 4 in das Na-Salz von 5 uberfuhrt. 2 gibt mit Hydroxylamin 8. 1 reagiert mit Pyridin nicht, bei Gegenwart von Sauren wird das Pyridiniumsalz 9 erhalten. 1 gibt bei vielen Umsetzungen geringe Mengen von 10, das in DMF mit Salzsaure Hauptprodukt wird. Vilsmeier Reaction with Acetoveratrone and Properties of the Reaction Products From acetoveratrone with the Vilsmeier complex results besides 1 under mild conditions the dialdehyde 2 which reacts with morpholine to form 4. By use of concentrated alkali 4 is transferred into the sodium salt of 5. 2 yields 8 by reaction with hydroxylamine. 1 does not react with pyridine, in the presence of acids the pyridinium salt 9 is obtained. In many reactions 1 produces in small amounts 10 which becomes the main product in DMF and hydrochloric acid.

Patent
Dazzi Joachim Dr1
03 Apr 1970
TL;DR: In this paper, the authors describe a BIS-DIOXO-MORPHOLINO DERIVATIVES in which the NITROGEN ATOMs of the two Morpholino NUCLEI are linked with EACH other VIA a bridge member, which is an ALKYLENE RADICAL OPTIONALLY INTERRUPTED by HETERO ATOMS or by CARBOCYCLIC OR HETEROCyCLIC RADICALs, or WHICH is an ARYLENE OR CYCLO
Abstract: CERTAIN BIS-DIOXO-MORPHOLINO DERIVATIVES IN WHICH THE NITROGEN ATOMS OF THE TWO MORPHOLINO NUCLEI ARE LINKED WITH EACH OTHER VIA A BRIDGE MEMBER WHICH IS AN ALKYLENE RADICAL OPTIONALLY INTERRUPTED BY HETERO ATOMS OR BY CARBOCYCLIC OR HETEROCYCLIC RADICALS, OR WHICH IS AN ARYLENE OR CYCLOALKYLENE RADICAL, ARE DESCRIBED AS USEFUL IN THE CURING OF EPOXY GROUPS-CONTAINING ORGANIC COMPOUNDS. THEIR PRODUCTION COMPRISES THE REACTION OF A DIIMINOTETRACARBOXYLIC ACID IN WHICH THE TWO IMINO NITROGEN ATOMS ARE LINKED BY THE SAME BRIDGE MEMBER AS DEFINED ABOVE, WITH AN ANHYDRIDE OF AN ORGANIC MONOCARBOXYLIC ACID OR A KETENE.

Patent
08 Jun 1970
TL;DR: A Process for the MANUFACTURE of 2 - ARYLOXYMETHYL MORPHOLINE DERIVATIVES, KNOWN OT POSSESS USEFUL CENTRAL NERVOUS DEPRESSANT ACTIVITY, by the CYCLISATION of the CORRESPONDING 1 -ARYLOY - 3 - SUBSTITUTed ETHYLEMINO-2PROPANOL DERIATIVES in WHICH the B-SUBSTITUENT is a DISPLACEable RADICAL as discussed by the authors.
Abstract: A PROCESS FOR THE MANUFACTURE OF 2 - ARYLOXYMETHYL MORPHOLINE DERIVATIVES, KNOWN OT POSSESS USEFUL CENTRAL NERVOUS DEPRESSANT ACTIVITY, BY THE CYCLISATION OF THE CORRESPONDING 1 - ARYLOXY - 3 - B - SUBSTITUTED ETHYLEMINO-2PROPANOL DERIVATIVES IN WHICH THE B-SUBSTITUENT IS A DISPLACEABLE RADICAL. THIS PROCESS AVOIDS THE USE OF HAZARDOUS COMPLEX METAL HYDRIDES EMPLOYED IN THE PRIOR ART PROCESS.

Journal ArticleDOI
TL;DR: The weaker basic secondary amines pyrroline, pyrazolidine and imidazoline cause the evolution of methane and the formation of the corresponding zinc amides.
Abstract: Zinkdimethyl reagiert als Tetrahydrofuranaddukt mit Diathylamin, Piperidin und Morpholin zu definierten 1:2- bzw. 1:1-Addukten. Bei der Einwirkung schwacher basischer sekundarer Amine entstehen dagegen unter Abspaltung von Methan die entsprechenden Amide, von denen Zinkpyrrolid, -pyrazolid und -imidazolid in reiner Form erhalten werden konnten. Dimethyl zinc reacts with diethyl amine, piperidine and morpholine forming definite 1:2- or 1:1-complexes. The weaker basic secondary amines pyrroline, pyrazolidine and imidazoline cause the evolution of methane and the formation of the corresponding zinc amides. In this way zinc pyrrolide, zinc pyrazolide and zinc imidazolide were obtained in form of pure substances.

Journal ArticleDOI
Abstract: Reaction of tropylium fluoroborate (I) with morpholine dienamine derived from 4, 4a, 5, 6, 7, 8-hexahydro-2 (3H)-naphthalenone (II) resulted in the hitherto unreported attack of the electrophile at the δ-position of the dienamine, and 8-tropyl- (VI) and 4a-tropyl-4, 4a, 5, 6, 7, 8-hexahydro-2 (3H)-naphthalenone (VII) were obtained Pyrrolidine dienamines of Δ4-3-oxosteroids (VIII, IX, and X) similarly gave the corresponding 6-tropyl-Δ4-3-oxosteroids (XI, XII, and XIII) with I Reaction of 7-ethoxy-1, 3, 5-cycloheptatriene (XVIII) with dienamines in the presence of acetic acid was also examined and 6-benzylidenetestosterone (XIX) and 6-benzylidenecholest-4-en-3-one (XX) were obtained respectively by the reaction of XVIII with dienamine of testosterone (VIII) and with that of cholest-4-en-3-one (IX)

Journal ArticleDOI
TL;DR: The oxime intermediates of 3-morpholinoacrylic acid thioamides (2,10) react with hydroxylamine to 3-keto-propionic acid thIOamide oxime derivatives (3,ll) by elimination of morpholine.

Journal ArticleDOI
TL;DR: The mass spectra of a number of alkyl and aryl acetylenic ketones of the type RCO·CC·CC ·R′ have been examined in this paper.
Abstract: The mass spectra of a number of alkyl and aryl acetylenic ketones of the type RCO·CC·CC·R′ have been examined. All the spectra exhibit molecular ions together with the expected intense fragments arising from cleavage α-to the carbonyl group. The most striking feature of the ketone spectra is the loss of CO from the molecular ion. This process dominates the spectra of the aryl ketones, the spectra below [M – 28]+˙. being virtually identical to those of the corresponding phenylacetylenes. The spectra of the piperidene and/or morpholine adducts of the alkyl ketones are very similar to those of the parent ketone whereas those of the aryl ketones are dominated by the loss HO˙ from the molecular ion. Deuterium labelling has established the site of the hydrogen involved as being the carbons α- to the nitrogen of the heterocyclic ring.

Patent
15 Apr 1970
TL;DR: A method for activating the fibrinolysis of blood by administration of a pharmaceutical compound consisting of 2-amino-ethane-sulphonic acid or a salt thereof and a pharmaceutical carrier therefor is described in this article.
Abstract: A method for activating the fibrinolysis of blood by administration of a pharmaceutical compound consisting of 2-amino-ethane-sulphonic acid or a salt thereof and a pharmaceutical carrier therefor. The salts of taurine with inorganic and organic bases releasing Na+, K+, Ca++, Mg++ ions as well with diethylamine, morpholine and like are suited thereto.

Journal ArticleDOI
TL;DR: In this article, a method for determining the distribution of carbon chains in mixtures of Alkoxylated Aliphatic Amines is presented. But this method cannot be applied directly for saturated amines; the corresponding unsaturated compounds must be hydrogenated prior to analysis.
Abstract: Die technologischen Eigenschaften von Oxalkylierungsprodukten hangen vom Gesamtgehalt an Oxathylgruppen, von deren Homologen-Verteilung und von der Art des hydrophoben Molekulteils ab. Es wurde eine Methode entwickelt, mit deren Hilfe entschieden werden kann, aus welchen Fettaminen oder Fettamingemischen die hydrophobe Basis oxathylierter Amine besteht. Dabei wird durch Aufschlus mit 20% iger Salzsaure bei 180°C im Einschlusrohr aus dem Fettaminoxathylat die dem Basisamin aquivalente Menge an N-Alkylmorpholin gebildet. Das N-Alkylmorpholin bzw. das N-Alkylmorpholingemisch wird als freie Base gas-chromatographisch nach der Lange der N-Alkylkette getrennt. Die Methode kann auf gesattigte aliphatische Aminoxathylate direkt, auf ungesattigte jedoch erst nach einer Hydrierung angewandt werden. A Procedure for Determination of the Distribution of Carbon Chains in Mixtures of Alkoxylated Aliphatic Amines Technological properties of alkoxylated products depend on the total content of alkoxy groups, distribution of their homologues and on the nature of hydrophobic part of their molecules. A method was developed, which helps to ascertain as to which fatty amines or mixtures of fatty amines constitute the hydrophobic base of alkoxylated amines. In this test, N-alkyl morpholine in an amount which is equivalent to the basic amine is formed from alkoxylated fatty amine by digestion of the latter with 20% hydrochloric acid at 180°C in a sealed tube. Subsequently, the N-alkyl morpholine or the mixture of N-alkyl morpholines are separated as free bases according to the length of N-alkyl chain by gas chromatography. The method can be applied directly for saturated alkoxylated amines; the corresponding unsaturated compounds must, however, be hydrogenated prior to analysis.

Patent
W Toepfl1, H Hitz1
08 Sep 1970
TL;DR: In this article, the authors provide new pesticidal reprations, which contain as the ACTIVE COMPONENT a COMPOUND REPRESENTED by the formula: Y-CO-C(-X1)(-X2)-CN wherein X 1 and X 2 represented HYDROGEN ORHALOGEN, and Y 2 represented THERADICAL -or where R Stans For an ALKYL OR CHLOROALKYL RADICAL CONTAINING UP TO 18 CARBON ATOMS OR the RADICAL.
Abstract: -CH(-OH)-C(-CL)3 OR, TOGETHER WITH THE NITROGEN ATOM, FORM A MORPHOLINE, PIPERIDINE OR PIPERAZINE RING WHICH LATTER IS SUBSTITUTED BY THE RADICAL -CO-CCL2-CN TOGETHER WITH A SUITABLE CARRIER. THE PREPARATION MAY CONTAIN ONE OR SEVERAL OF THE FOLLOWING ADDITIVES: SOLVENTS, DILUENTS, DISPERSANTS, WETTING AGENTS, ADHESIVES ANDOTHER PESTICIDES. NEW PESTICIDAL REPRATIONS ARE PROVIDED WHICH CONTAIN AS THE ACTIVE COMPONENT A COMPOUND REPRESENTED BY THE FORMULA: Y-CO-C(-X1)(-X2)-CN WHEREIN X1 AND X2 REPRESENT HYDROGEN ORHALOGEN, AND Y REPRESENTS THERADICAL -OR WHERE R STANDS FOR AN ALKYL OR CHLOROALKYL RADICAL CONTAINING UP TO 18 CARBON ATOMS OR THE RADICAL. -N(-R1)-R2 IN WHICH R1 AND R2 ARE IDENTICAL OR DIFFERENT AND EACH REPRESENTS HYDROGEN OR ALKYL, ALKOXYALKYL, DIALKYLAMINOALKYL, CYCLOHEXYL, OR FOR A PHENYL RADICAL OR FOR THE RADICAL OF THE FORMULA

Patent
12 Nov 1970
TL;DR: In this article, the formulae 4-(R1-N(-R2)-), 2.4-AMINOSPIRO(CYCLOHEXANE-1,9-THIOXANTHENE) COMPOUNDS of the Formulaa 4 (R 1-N(R 2)-),2.2''-R 3,7'' -R 4-SPIRO, wherein R1 is H OR ALKYL of 1-6 CARBON ATOMS; R2 is H or ALkyl of 1 -3
Abstract: 4-AMINOSPIRO(CYCLOHEXANE-1,9-THIOXANTHENE) COMPOUNDS OF THE FORMULA 4-(R1-N(-R2)-),2''-R3,7''-R4-SPIRO(CYCLOHEXANE-1,9- THIOXANTHENE) WHEREIN R1 IS H OR ALKYL OF 1-6 CARBON ATOMS; R2 IS H OR ALKYL OF 1-3 CARBON ATOMS, OR, R1 AND R2 COLLECTIVELY WITH THE NITROGEN ATOM TO WHICH THEY ARE ATTACHED ARE A MORPHOLINE, PYRROLIDINE, PIPERIDINE OR PIPERAZINE RING, THE LATTER THREE CAN OPTIONALLY BE SUBSTITUTED BY A METHYL OR ETHYL GROUP; AND R3 AND R4 EACH ARE H OR CL, INCLUDING THE PHYSIOLOGICALLY ACCEPTABLE ACID ADDITION SALTS AND QUATERNARY AMMONIUM SALTS THEREOF, HAVE PSYCHOTROPIC ACTIVITY, INCLUDING TRANQUILIZING AND THYMOANALEPTIC ACTIVITY, AND BLOOD CIRCULATORY STIMULATING, SPASMOLYTIC AND ANTIHISTAMINIC ACTIVITY.

Journal ArticleDOI
TL;DR: In this article, copolymers have been obtained by reacting acrylonitrile with an enamine in the presence of azobisisobutyronitrile at temperatures up to 60°.


Journal ArticleDOI
TL;DR: In this article, complexes of phenyl tin trichloride with bases such as pyridine, β-picoline, γpicolin, isoquinoline, piperidine, morpholine, aniline and benzylamine have been prepared.
Abstract: Complexes of phenyl tin trichloride with bases as pyridine, β-picoline, γ-picoline, isoquinoline, piperidine, morpholine, aniline and benzylamine have been prepared. Their infrared spectra have been studied in the region 4000–250 cm−1 and molar conductance measurements carried out in nitrobenzene solutions. Es wurden Komplexe von Phenylzinntrichlorid mit Pyridin, β- und γ-Picolin, Isochinolin, Piperidin, Morpholin, Anilin und Benzylamin dargestellt und ihre IR-Spektren (4000–250 cm−1) sowie Leitfahigkeit in Nitrobenzollosung untersucht.

Patent
05 May 1970
TL;DR: In this article, the authors proposed a method of, and a method for, PREVENTING the OXIDATION and/or PITTING of the surface of ALUMINUM METAL and ALUMINE METAL AllOYS.
Abstract: COMPOSITIONS FOR, AND A METHOD OF, PREVENTING THE OXIDATION AND/OR PITTING OF THE SURFACE OF ALUMINUM METAL AND ALUMINUM METAL ALLOYS, THE COMPOSITIONS COMPRISING AS THEIR ESSENTIAL ACTIVE INGREDIENT A MORPHOLINE SALT OF A C5-C22 MONOCARBOXYLIC OR FATTY ACID EXEMPLIFIED BY MORPHOLINE CAPRYLATE. THE MORPHOLINE SALT ADVANTAGEOUSLY IS UTILIZED IN CONJUNCTION WITH AN ALUMINUM METAL LUBRICANT SUCH AS A MINERAL OIL, THE CONCENTRATION OF THE SALT IN THE LUBRICANT BEING ABOUT 0.1% TO ABOUT 99, BY WEIGHT.

Journal ArticleDOI
TL;DR: The esterification of 10b-hydroxymethyl-1,2,3,10b-tetrahydrofluoranthene (1) is described in this article.
Abstract: Die. Darstellung von Estern des 10b-Hydroxymethyl-1.2.3.10b-tetrahydro-fluoranthens (1) wird beschrieben. Die quantitativ verlaufende Formolyse des Tosylesters 4 fuhrt infolge behinderter Einstellung des Rotameren-Gleichgewichtes zu einem Gemisch aus Umlagerungsprodukt 9 und Substitutionsprodukt 3. Mit Piperidin, Morpholin bzw. Ammoniak reagiert 4 in guten Ausbeuten zu den β-Aryl-athylaminen 6–8. Das Chlorid 5 ist unter jeweils gleichen Bedingungen praktisch stabil. Reactions with Esters of 10b-Hydroxymethyl-1,2,3,10b-tetrahydrofluoranthene The esterification of 10b-hydroxymethyl-1,2,3,10b-tetrahydrofluoranthene (1) is described. Under formolytic conditions the toluenesulfonic acid ester 4 reacts quantitatively to give a mixture of both rearranged product 9 and substituted product 3. On heating with piperidine, morpholine, or ammonia, 4, is converted with good yields to the corresponding β-arylethyl-amines 6–8. On the other hand the chloride 5 remains unattacked when treated in the same manner.

Patent
06 Aug 1970
TL;DR: The 1,2,3-TRITHIANE (5-R3,5-(R1-N(-R2)-)-1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 34, 30.
Abstract: THE INVENTION CONCERNS NEW 1,2,3-TRITHIANE COMPOUNDS OF THE FORMULA: 5-R3,5-(R1-N(-R2)-)-1,2,3-TRITHIANE WHEREIN R1 AND R2 ARE EACH HYDROGEN, ALKYL OF 1 TO 4 CARBON ATOMS, ALLYL, PHENYL, BENZYL, CYLOPENTYL OR CYCLOHEXYL, OR TOGETHER WITH THE NITROGEN ATOM PYRROLIDINE, PIPERIDINE OR MORPHOLINE, AND R3 IS HYDROGEN OR ALKYL OF 1 TO 4 CARBON ATOMS, AND ACID ADDITION SALTS THEREOF. THE COMPOUNDS ARE USEFUL AS PESTICIDES. MORE PARTICULARLY THE COMPOUNDS POSSESS INSECTICIDAL, ACARICIDAL, NEMATOCIDAL AND FUNGICIDAL PROPERTIES.

Patent
21 May 1970
TL;DR: In this paper, a mixt. of 2-diethylamino-6,7-dimethoxy-4(3H)-quinazolone is hydrogenated with 10% Pd-C (1.5 g) to give 4-chloro cpd.
Abstract: Quinazoline derivs. of formulae (I) and (II) and their acid addn. salts X,Y = H, OH, halogen, CF3, 1-4C alkyl/alkoxy; or X+Y=benzo, CH2O2, C2H4O2. R1,2 = H, 1-6C alkyl, aryl/aralkyl opt. substd. hydrocarbyl, 2-4C alkenyl, (1-3C alkyl)2N-(2-4C)alkyl; or R1+2 = 3-7C cycloalkyl. R3 = H, 1-4C alkyl, aryl/aralkyl hydrocarbyl opt. substd. R4 = morpholine, 1-6C alkylpiperazine, 2-4C alkenylpiperazine, phenylpiperazine opt. substd. on Ph by halogen, CF3, 1-6C alkyl/alkoxy. (a) A mixt. of 2-diethylamino-6,7-dimethoxy-4(3H)-quinazolone.HCl (10 g) and POCl3 (50ml) is refluxed for 2 hrs. to give the 4-chloro cpd.(7.6 g). (b) the HCl salt of this (34.1 g.) in EtOH (500 ml) with 10% Pd-C (1.5 g.) is hydrogenated to give 2-diethylamino-3,4-dihydro-6,7-dimethoxyquinazoline. HCl (77%), crystd. from EtOAc-MeOH.

Patent
09 Mar 1970
TL;DR: In this article, the authors describe the reaction of an N-(2,3-EPOXYPROPOXYPHENYL) MORPHOLINE with an AMINE or by a N-(3-HALO-2-HYDROXY PROPOxyPHENyl)MORPHOILINE WITH AN AMINE.
Abstract: 1 - (MORPHOLINOPHENOXY) - 3 - (SUBSTITUTED-AMINO)PROPAN-2-OL COMPOUNDS THAT EXHIBITED B-ADRENERGIC BLOCKING PROPERTIES ARE DESCRIBED. THE COMPOUNDS IDEALLY ARE PREPARED BY THE REACTION OF AN N-(2,3-EPOXYPROPOXYPHENYL) MORPHOLINE WITH AN AMINE OR BY THE REACTION OF AN N-(3-HALO-2-HYDROXYPROPOXYPHENYL)MORPHOLINE WITH AN AMINE.