Substituted pyrrol-1-ylphenyldihydropyridazinones, their preparation and use

Es werden substituierte Pyrrol-1-ylphenyldihydropyridazinone der Formel worin A, B, D, E und R¹ - R die in der Beschreibung angegebene Bedeutung besitzen, sowie deren Herstellung beschrieben. Die Verbindungen eignen sich zur Bekämpfung von Krankheiten. 1. Claims for the Contracting States : BE, CH,...

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Hauptverfasser: SCHMIED, BERNHARD, RUEBSAMEN, KLAUS, BALDINGER, VERENA, TRAUT, MARTIN, GRIES, JOSEF, GEISS, KARL-HEINZ, LEHMANN, HANS DIETER, DR, KROPP, RUDOLF
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creator SCHMIED, BERNHARD
RUEBSAMEN, KLAUS
BALDINGER, VERENA
TRAUT, MARTIN
GRIES, JOSEF
GEISS, KARL-HEINZ
LEHMANN, HANS DIETER, DR
KROPP, RUDOLF
description Es werden substituierte Pyrrol-1-ylphenyldihydropyridazinone der Formel worin A, B, D, E und R¹ - R die in der Beschreibung angegebene Bedeutung besitzen, sowie deren Herstellung beschrieben. Die Verbindungen eignen sich zur Bekämpfung von Krankheiten. 1. Claims for the Contracting States : BE, CH, DE, FR, GB, IT, LI, NL, SE A substituted pyrrol-1-ylphenyldihydropyridazinone of the formula I see diagramm : EP0231744,P9,F3 where R**1 is hydrogen, methyl or hydroxymethyl, R**2 is hydrogen or methyl, or R**1 and R**2 together form a radical -(CH2 )m -, in which m is an integer from 1 to 4, R**3 R**4 and R**5 independently of one another are each hydrogen or C1 -C6 -alkyl, R**6 is hydrogen or, together with R**1 , forms a radical -(CH2 )n -, in which n is 1, 2 or 3, or the radical -CH=CH-, A and B are each hydrogen or together form a bond, D is hydrogen, C1 -C6 -alkyl or phenyl, and E is hydrogen, or D and E together form a bond, with the proviso that, if R**3 is hydrogen, one or both of the radicals R**4 and R**5 are C1 -C6 -alkyl or D is C1 -C6 -alkyl or phenyl. 1. Claim for the Contracting States : AS, ES A process for the preparation of a substituted pyrrol-1- ylphenyldihydropyridazinone of the formula I see diagramm : EP0231744,P10,F3 where R**1 is hydrogen, methyl or hydroxymethyl, R**2 is hydrogen or methyl, or R**1 and R**2 together form a radical -(CH2 )m -, in which m is an integer from 1 to 4, R**3 , R**4 and R**5 independently of one another are each hydrogen or C1 -C6 -alkyl, R**6 is hydrogen or, together with R**1 , forms a radical -(CH2 )n -, in which n is 1, 2 or 3, or the radical -CH=CH-, A and B are each hydrogen or together form a bond, D is hydrogen, C1 -C6 -alkyl or phenyl, and E is hydrogen, or D and E together form a bond, with the proviso that, if R**3 is hydrogen, one or both of the radicals R**4 and R**5 are C1 -C6 -alkyl or D is C1 -C6 -alkyl or phenyl, wherein a p-aminophenyldihydropyridazinone of the formula II see diagramm : EP0231744,P11,F1 where R**1 , R**2 , R**6 , A and B have the meanings described for formula I, is reacted with a tetrahydrofuran of the formula III see diagramm : EP0231744,P11,F2 where R**3 , R**4 and R**5 have the meanings stated in formula I, R**5 is bonded to ring atom 4 or 5 of the tetrahydrofuran ring and R**7 is C1 -C4 -alkoxy, C1 -C4 -alkanoyloxy, chlorine or bromine, and, if required, the compound thus obtained is hydrogenated at the C=O group or reacted with an organometallic compound F-Met, where F
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Die Verbindungen eignen sich zur Bekämpfung von Krankheiten. 1. Claims for the Contracting States : BE, CH, DE, FR, GB, IT, LI, NL, SE A substituted pyrrol-1-ylphenyldihydropyridazinone of the formula I see diagramm : EP0231744,P9,F3 where R**1 is hydrogen, methyl or hydroxymethyl, R**2 is hydrogen or methyl, or R**1 and R**2 together form a radical -(CH2 )m -, in which m is an integer from 1 to 4, R**3 R**4 and R**5 independently of one another are each hydrogen or C1 -C6 -alkyl, R**6 is hydrogen or, together with R**1 , forms a radical -(CH2 )n -, in which n is 1, 2 or 3, or the radical -CH=CH-, A and B are each hydrogen or together form a bond, D is hydrogen, C1 -C6 -alkyl or phenyl, and E is hydrogen, or D and E together form a bond, with the proviso that, if R**3 is hydrogen, one or both of the radicals R**4 and R**5 are C1 -C6 -alkyl or D is C1 -C6 -alkyl or phenyl. 1. Claim for the Contracting States : AS, ES A process for the preparation of a substituted pyrrol-1- ylphenyldihydropyridazinone of the formula I see diagramm : EP0231744,P10,F3 where R**1 is hydrogen, methyl or hydroxymethyl, R**2 is hydrogen or methyl, or R**1 and R**2 together form a radical -(CH2 )m -, in which m is an integer from 1 to 4, R**3 , R**4 and R**5 independently of one another are each hydrogen or C1 -C6 -alkyl, R**6 is hydrogen or, together with R**1 , forms a radical -(CH2 )n -, in which n is 1, 2 or 3, or the radical -CH=CH-, A and B are each hydrogen or together form a bond, D is hydrogen, C1 -C6 -alkyl or phenyl, and E is hydrogen, or D and E together form a bond, with the proviso that, if R**3 is hydrogen, one or both of the radicals R**4 and R**5 are C1 -C6 -alkyl or D is C1 -C6 -alkyl or phenyl, wherein a p-aminophenyldihydropyridazinone of the formula II see diagramm : EP0231744,P11,F1 where R**1 , R**2 , R**6 , A and B have the meanings described for formula I, is reacted with a tetrahydrofuran of the formula III see diagramm : EP0231744,P11,F2 where R**3 , R**4 and R**5 have the meanings stated in formula I, R**5 is bonded to ring atom 4 or 5 of the tetrahydrofuran ring and R**7 is C1 -C4 -alkoxy, C1 -C4 -alkanoyloxy, chlorine or bromine, and, if required, the compound thus obtained is hydrogenated at the C=O group or reacted with an organometallic compound F-Met, where F is C1 -C6 -alkyl or phenyl and Met is an alkali metal atom or a radical MgX, in which X is chlorine, bromine or iodine.</description><edition>4</edition><language>eng ; fre ; ger</language><subject>CHEMISTRY ; HETEROCYCLIC COMPOUNDS ; HUMAN NECESSITIES ; HYGIENE ; MEDICAL OR VETERINARY SCIENCE ; METALLURGY ; ORGANIC CHEMISTRY ; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES ; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS</subject><creationdate>1987</creationdate><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=19870812&amp;DB=EPODOC&amp;CC=EP&amp;NR=0231744A1$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,776,881,25543,76293</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=19870812&amp;DB=EPODOC&amp;CC=EP&amp;NR=0231744A1$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>SCHMIED, BERNHARD</creatorcontrib><creatorcontrib>RUEBSAMEN, KLAUS</creatorcontrib><creatorcontrib>BALDINGER, VERENA</creatorcontrib><creatorcontrib>TRAUT, MARTIN</creatorcontrib><creatorcontrib>GRIES, JOSEF</creatorcontrib><creatorcontrib>GEISS, KARL-HEINZ</creatorcontrib><creatorcontrib>LEHMANN, HANS DIETER, DR</creatorcontrib><creatorcontrib>KROPP, RUDOLF</creatorcontrib><title>Substituted pyrrol-1-ylphenyldihydropyridazinones, their preparation and use</title><description>Es werden substituierte Pyrrol-1-ylphenyldihydropyridazinone der Formel worin A, B, D, E und R¹ - R die in der Beschreibung angegebene Bedeutung besitzen, sowie deren Herstellung beschrieben. Die Verbindungen eignen sich zur Bekämpfung von Krankheiten. 1. Claims for the Contracting States : BE, CH, DE, FR, GB, IT, LI, NL, SE A substituted pyrrol-1-ylphenyldihydropyridazinone of the formula I see diagramm : EP0231744,P9,F3 where R**1 is hydrogen, methyl or hydroxymethyl, R**2 is hydrogen or methyl, or R**1 and R**2 together form a radical -(CH2 )m -, in which m is an integer from 1 to 4, R**3 R**4 and R**5 independently of one another are each hydrogen or C1 -C6 -alkyl, R**6 is hydrogen or, together with R**1 , forms a radical -(CH2 )n -, in which n is 1, 2 or 3, or the radical -CH=CH-, A and B are each hydrogen or together form a bond, D is hydrogen, C1 -C6 -alkyl or phenyl, and E is hydrogen, or D and E together form a bond, with the proviso that, if R**3 is hydrogen, one or both of the radicals R**4 and R**5 are C1 -C6 -alkyl or D is C1 -C6 -alkyl or phenyl. 1. Claim for the Contracting States : AS, ES A process for the preparation of a substituted pyrrol-1- ylphenyldihydropyridazinone of the formula I see diagramm : EP0231744,P10,F3 where R**1 is hydrogen, methyl or hydroxymethyl, R**2 is hydrogen or methyl, or R**1 and R**2 together form a radical -(CH2 )m -, in which m is an integer from 1 to 4, R**3 , R**4 and R**5 independently of one another are each hydrogen or C1 -C6 -alkyl, R**6 is hydrogen or, together with R**1 , forms a radical -(CH2 )n -, in which n is 1, 2 or 3, or the radical -CH=CH-, A and B are each hydrogen or together form a bond, D is hydrogen, C1 -C6 -alkyl or phenyl, and E is hydrogen, or D and E together form a bond, with the proviso that, if R**3 is hydrogen, one or both of the radicals R**4 and R**5 are C1 -C6 -alkyl or D is C1 -C6 -alkyl or phenyl, wherein a p-aminophenyldihydropyridazinone of the formula II see diagramm : EP0231744,P11,F1 where R**1 , R**2 , R**6 , A and B have the meanings described for formula I, is reacted with a tetrahydrofuran of the formula III see diagramm : EP0231744,P11,F2 where R**3 , R**4 and R**5 have the meanings stated in formula I, R**5 is bonded to ring atom 4 or 5 of the tetrahydrofuran ring and R**7 is C1 -C4 -alkoxy, C1 -C4 -alkanoyloxy, chlorine or bromine, and, if required, the compound thus obtained is hydrogenated at the C=O group or reacted with an organometallic compound F-Met, where F is C1 -C6 -alkyl or phenyl and Met is an alkali metal atom or a radical MgX, in which X is chlorine, bromine or iodine.</description><subject>CHEMISTRY</subject><subject>HETEROCYCLIC COMPOUNDS</subject><subject>HUMAN NECESSITIES</subject><subject>HYGIENE</subject><subject>MEDICAL OR VETERINARY SCIENCE</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><subject>PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES</subject><subject>SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>1987</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNqNyjEKAjEQQNFtLES9Qw5gwLgL1ousWFgI2i-jGclAmAzJpIin18IDWH14_GV3udVHUdKq6I20nFO0zrYoAblFT6H5nL5OHt7EibFsjQakbCSjQAalxAbYm1pw3S1eEAtufl115jTdj2eLkmYsAk9k1Hm67va9OwzD6Po_lg_c1Dac</recordid><startdate>19870812</startdate><enddate>19870812</enddate><creator>SCHMIED, BERNHARD</creator><creator>RUEBSAMEN, KLAUS</creator><creator>BALDINGER, VERENA</creator><creator>TRAUT, MARTIN</creator><creator>GRIES, JOSEF</creator><creator>GEISS, KARL-HEINZ</creator><creator>LEHMANN, HANS DIETER, DR</creator><creator>KROPP, RUDOLF</creator><scope>EVB</scope></search><sort><creationdate>19870812</creationdate><title>Substituted pyrrol-1-ylphenyldihydropyridazinones, their preparation and use</title><author>SCHMIED, BERNHARD ; RUEBSAMEN, KLAUS ; BALDINGER, VERENA ; TRAUT, MARTIN ; GRIES, JOSEF ; GEISS, KARL-HEINZ ; LEHMANN, HANS DIETER, DR ; KROPP, RUDOLF</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_EP0231744A13</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng ; fre ; ger</language><creationdate>1987</creationdate><topic>CHEMISTRY</topic><topic>HETEROCYCLIC COMPOUNDS</topic><topic>HUMAN NECESSITIES</topic><topic>HYGIENE</topic><topic>MEDICAL OR VETERINARY SCIENCE</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><topic>PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES</topic><topic>SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS</topic><toplevel>online_resources</toplevel><creatorcontrib>SCHMIED, BERNHARD</creatorcontrib><creatorcontrib>RUEBSAMEN, KLAUS</creatorcontrib><creatorcontrib>BALDINGER, VERENA</creatorcontrib><creatorcontrib>TRAUT, MARTIN</creatorcontrib><creatorcontrib>GRIES, JOSEF</creatorcontrib><creatorcontrib>GEISS, KARL-HEINZ</creatorcontrib><creatorcontrib>LEHMANN, HANS DIETER, DR</creatorcontrib><creatorcontrib>KROPP, RUDOLF</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>SCHMIED, BERNHARD</au><au>RUEBSAMEN, KLAUS</au><au>BALDINGER, VERENA</au><au>TRAUT, MARTIN</au><au>GRIES, JOSEF</au><au>GEISS, KARL-HEINZ</au><au>LEHMANN, HANS DIETER, DR</au><au>KROPP, RUDOLF</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>Substituted pyrrol-1-ylphenyldihydropyridazinones, their preparation and use</title><date>1987-08-12</date><risdate>1987</risdate><abstract>Es werden substituierte Pyrrol-1-ylphenyldihydropyridazinone der Formel worin A, B, D, E und R¹ - R die in der Beschreibung angegebene Bedeutung besitzen, sowie deren Herstellung beschrieben. Die Verbindungen eignen sich zur Bekämpfung von Krankheiten. 1. Claims for the Contracting States : BE, CH, DE, FR, GB, IT, LI, NL, SE A substituted pyrrol-1-ylphenyldihydropyridazinone of the formula I see diagramm : EP0231744,P9,F3 where R**1 is hydrogen, methyl or hydroxymethyl, R**2 is hydrogen or methyl, or R**1 and R**2 together form a radical -(CH2 )m -, in which m is an integer from 1 to 4, R**3 R**4 and R**5 independently of one another are each hydrogen or C1 -C6 -alkyl, R**6 is hydrogen or, together with R**1 , forms a radical -(CH2 )n -, in which n is 1, 2 or 3, or the radical -CH=CH-, A and B are each hydrogen or together form a bond, D is hydrogen, C1 -C6 -alkyl or phenyl, and E is hydrogen, or D and E together form a bond, with the proviso that, if R**3 is hydrogen, one or both of the radicals R**4 and R**5 are C1 -C6 -alkyl or D is C1 -C6 -alkyl or phenyl. 1. Claim for the Contracting States : AS, ES A process for the preparation of a substituted pyrrol-1- ylphenyldihydropyridazinone of the formula I see diagramm : EP0231744,P10,F3 where R**1 is hydrogen, methyl or hydroxymethyl, R**2 is hydrogen or methyl, or R**1 and R**2 together form a radical -(CH2 )m -, in which m is an integer from 1 to 4, R**3 , R**4 and R**5 independently of one another are each hydrogen or C1 -C6 -alkyl, R**6 is hydrogen or, together with R**1 , forms a radical -(CH2 )n -, in which n is 1, 2 or 3, or the radical -CH=CH-, A and B are each hydrogen or together form a bond, D is hydrogen, C1 -C6 -alkyl or phenyl, and E is hydrogen, or D and E together form a bond, with the proviso that, if R**3 is hydrogen, one or both of the radicals R**4 and R**5 are C1 -C6 -alkyl or D is C1 -C6 -alkyl or phenyl, wherein a p-aminophenyldihydropyridazinone of the formula II see diagramm : EP0231744,P11,F1 where R**1 , R**2 , R**6 , A and B have the meanings described for formula I, is reacted with a tetrahydrofuran of the formula III see diagramm : EP0231744,P11,F2 where R**3 , R**4 and R**5 have the meanings stated in formula I, R**5 is bonded to ring atom 4 or 5 of the tetrahydrofuran ring and R**7 is C1 -C4 -alkoxy, C1 -C4 -alkanoyloxy, chlorine or bromine, and, if required, the compound thus obtained is hydrogenated at the C=O group or reacted with an organometallic compound F-Met, where F is C1 -C6 -alkyl or phenyl and Met is an alkali metal atom or a radical MgX, in which X is chlorine, bromine or iodine.</abstract><edition>4</edition><oa>free_for_read</oa></addata></record>
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subjects CHEMISTRY
HETEROCYCLIC COMPOUNDS
HUMAN NECESSITIES
HYGIENE
MEDICAL OR VETERINARY SCIENCE
METALLURGY
ORGANIC CHEMISTRY
PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS
title Substituted pyrrol-1-ylphenyldihydropyridazinones, their preparation and use
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