METHOD OF CONTROLLING THE GROWTH OF GRAIN CROPS

1. Claims for the contracting States : BE, CH, FR, GB, IT, LI, NL, SE A 1-substituted imidazole-5-carboxylic acid derivative of the formula (I) see diagramm : EP0137868,P21,F2 in which X is O, S or N, R**1 denotes hydrogen, phenyl, C2- to C6-alkenyl or C1- to C12 -alkyl, it being possible for the la...

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Hauptverfasser: KLAUS BAUER,DE, KHERMANN BIRINGER,DE, TOMAS MAJER,DE, KHELMUT BYURSTEL,DE, BURKKHARD ZAKSE,DE, ROLAND SHMIRER,DE
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creator KLAUS BAUER,DE
KHERMANN BIRINGER,DE
TOMAS MAJER,DE
KHELMUT BYURSTEL,DE
BURKKHARD ZAKSE,DE
ROLAND SHMIRER,DE
description 1. Claims for the contracting States : BE, CH, FR, GB, IT, LI, NL, SE A 1-substituted imidazole-5-carboxylic acid derivative of the formula (I) see diagramm : EP0137868,P21,F2 in which X is O, S or N, R**1 denotes hydrogen, phenyl, C2- to C6-alkenyl or C1- to C12 -alkyl, it being possible for the latter to be substituted up to three C1- to C6 -alkoxy groups or C1- to C3 -dialkylamino groups or by halogen, and, if X = N, two identical or different radicals R**1 are attached to N, or, if X = O or S, R**1 also represents a metal cation of groups I, II or VII of the periodic system or ammonium, and R**2 denotes a radical of the formula (II) see diagramm : EP0137868,P21,F3 in which R**3 and R**4 independently of one another represents a C1- to C4 -alkyl group, and the R**5 s denote identical or different radicals belonging to the group comprising H, C1- to C4 -alkyl, C1- to C4 -alkoxy and halogen. 1. Claims for the contracting state : AT A process for preparing compounds of the formula (I) see diagramm : EP0137868,P23,F1 in which X is O, S or N, R**1 denotes hydrogen, phenyl, C2- to C6-alkenyl or C1- to C12 -alkyl, it being possible for the latter to be substituted up to three C1- to C6 -alkoxy groups or C1- to C3 -dialkylamino groups or by halogen, and, if X = N, two identical or different radicals R**1 are attached to N, or, if X = O or S, R**1 also represents a metal cation of groups I, II or VII of the periodic system or ammonium, and R**2 denotes a radical of the formula (II) see diagramm : EP0137868,P23,F2 in which R**3 and R**4 independently of one another represents a C1- to C4 -alkyl group, and the R**5 denote identical or different radicals belonging to the group comprising H, C1- to C4 -alkyl, C1- to C4 -alkoxy and halogen, starting from bisformyl esters or the enol form thereof of the formulae (V) or (Va), respectively, see diagramm : EP0137868,P23,F3 see diagramm : EP0137868,P23,F4 in which R**2 represents the radicals mentioned above and R**7 represents one of the radicals R**1 defined above, preferably methyl or ethyl and especially ethyl, but not H, a metal or ammonium, which comprises either a) reacting the bisformyl esters with a carboxamide containing 1 to 3 carbon atoms, advantageously in the presence of strong acids at temperatures of 50 to 250 degrees C ; or b) reacting the bisformyl esters with a 5-fold to 30-fold molar excess of ammonium acetate in a 5-molar to 50-molar amount of glacial acetic acid at temperatures of 50 to 180 degrees C
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Claims for the contracting States : BE, CH, FR, GB, IT, LI, NL, SE A 1-substituted imidazole-5-carboxylic acid derivative of the formula (I) see diagramm : EP0137868,P21,F2 in which X is O, S or N, R**1 denotes hydrogen, phenyl, C2- to C6-alkenyl or C1- to C12 -alkyl, it being possible for the latter to be substituted up to three C1- to C6 -alkoxy groups or C1- to C3 -dialkylamino groups or by halogen, and, if X = N, two identical or different radicals R**1 are attached to N, or, if X = O or S, R**1 also represents a metal cation of groups I, II or VII of the periodic system or ammonium, and R**2 denotes a radical of the formula (II) see diagramm : EP0137868,P21,F3 in which R**3 and R**4 independently of one another represents a C1- to C4 -alkyl group, and the R**5 s denote identical or different radicals belonging to the group comprising H, C1- to C4 -alkyl, C1- to C4 -alkoxy and halogen. 1. Claims for the contracting state : AT A process for preparing compounds of the formula (I) see diagramm : EP0137868,P23,F1 in which X is O, S or N, R**1 denotes hydrogen, phenyl, C2- to C6-alkenyl or C1- to C12 -alkyl, it being possible for the latter to be substituted up to three C1- to C6 -alkoxy groups or C1- to C3 -dialkylamino groups or by halogen, and, if X = N, two identical or different radicals R**1 are attached to N, or, if X = O or S, R**1 also represents a metal cation of groups I, II or VII of the periodic system or ammonium, and R**2 denotes a radical of the formula (II) see diagramm : EP0137868,P23,F2 in which R**3 and R**4 independently of one another represents a C1- to C4 -alkyl group, and the R**5 denote identical or different radicals belonging to the group comprising H, C1- to C4 -alkyl, C1- to C4 -alkoxy and halogen, starting from bisformyl esters or the enol form thereof of the formulae (V) or (Va), respectively, see diagramm : EP0137868,P23,F3 see diagramm : EP0137868,P23,F4 in which R**2 represents the radicals mentioned above and R**7 represents one of the radicals R**1 defined above, preferably methyl or ethyl and especially ethyl, but not H, a metal or ammonium, which comprises either a) reacting the bisformyl esters with a carboxamide containing 1 to 3 carbon atoms, advantageously in the presence of strong acids at temperatures of 50 to 250 degrees C ; or b) reacting the bisformyl esters with a 5-fold to 30-fold molar excess of ammonium acetate in a 5-molar to 50-molar amount of glacial acetic acid at temperatures of 50 to 180 degrees C, or c) subjecting the aminomethylene compounds which can be prepared from the bisformyl esters (V) by reaction with ammonia or ammonium salts and which have the formula (VI) see diagramm : EP0137868,P24,F1 in which R**2 and R**7 have the meaning indicated above, to an intramolecular condensation reaction, carried out at a temperature such that the product distils off at the same time, after which, if desired, the radical -OR**7 is modified or substituted by methods known per se by radicals indicated for X and R**1 in claim 1.</description><language>eng ; rus</language><subject>AGRICULTURE ; ANIMAL HUSBANDRY ; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES ; CHEMISTRY ; FISHING ; FORESTRY ; HETEROCYCLIC COMPOUNDS ; HUMAN NECESSITIES ; HUNTING ; METALLURGY ; ORGANIC CHEMISTRY ; PEST REPELLANTS OR ATTRACTANTS ; PLANT GROWTH REGULATORS ; PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTSTHEREOF ; TRAPPING</subject><creationdate>1988</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=19880730&amp;DB=EPODOC&amp;CC=SU&amp;NR=1414305A3$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,776,881,25542,76290</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=19880730&amp;DB=EPODOC&amp;CC=SU&amp;NR=1414305A3$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>KLAUS BAUER,DE</creatorcontrib><creatorcontrib>KHERMANN BIRINGER,DE</creatorcontrib><creatorcontrib>TOMAS MAJER,DE</creatorcontrib><creatorcontrib>KHELMUT BYURSTEL,DE</creatorcontrib><creatorcontrib>BURKKHARD ZAKSE,DE</creatorcontrib><creatorcontrib>ROLAND SHMIRER,DE</creatorcontrib><title>METHOD OF CONTROLLING THE GROWTH OF GRAIN CROPS</title><description>1. Claims for the contracting States : BE, CH, FR, GB, IT, LI, NL, SE A 1-substituted imidazole-5-carboxylic acid derivative of the formula (I) see diagramm : EP0137868,P21,F2 in which X is O, S or N, R**1 denotes hydrogen, phenyl, C2- to C6-alkenyl or C1- to C12 -alkyl, it being possible for the latter to be substituted up to three C1- to C6 -alkoxy groups or C1- to C3 -dialkylamino groups or by halogen, and, if X = N, two identical or different radicals R**1 are attached to N, or, if X = O or S, R**1 also represents a metal cation of groups I, II or VII of the periodic system or ammonium, and R**2 denotes a radical of the formula (II) see diagramm : EP0137868,P21,F3 in which R**3 and R**4 independently of one another represents a C1- to C4 -alkyl group, and the R**5 s denote identical or different radicals belonging to the group comprising H, C1- to C4 -alkyl, C1- to C4 -alkoxy and halogen. 1. Claims for the contracting state : AT A process for preparing compounds of the formula (I) see diagramm : EP0137868,P23,F1 in which X is O, S or N, R**1 denotes hydrogen, phenyl, C2- to C6-alkenyl or C1- to C12 -alkyl, it being possible for the latter to be substituted up to three C1- to C6 -alkoxy groups or C1- to C3 -dialkylamino groups or by halogen, and, if X = N, two identical or different radicals R**1 are attached to N, or, if X = O or S, R**1 also represents a metal cation of groups I, II or VII of the periodic system or ammonium, and R**2 denotes a radical of the formula (II) see diagramm : EP0137868,P23,F2 in which R**3 and R**4 independently of one another represents a C1- to C4 -alkyl group, and the R**5 denote identical or different radicals belonging to the group comprising H, C1- to C4 -alkyl, C1- to C4 -alkoxy and halogen, starting from bisformyl esters or the enol form thereof of the formulae (V) or (Va), respectively, see diagramm : EP0137868,P23,F3 see diagramm : EP0137868,P23,F4 in which R**2 represents the radicals mentioned above and R**7 represents one of the radicals R**1 defined above, preferably methyl or ethyl and especially ethyl, but not H, a metal or ammonium, which comprises either a) reacting the bisformyl esters with a carboxamide containing 1 to 3 carbon atoms, advantageously in the presence of strong acids at temperatures of 50 to 250 degrees C ; or b) reacting the bisformyl esters with a 5-fold to 30-fold molar excess of ammonium acetate in a 5-molar to 50-molar amount of glacial acetic acid at temperatures of 50 to 180 degrees C, or c) subjecting the aminomethylene compounds which can be prepared from the bisformyl esters (V) by reaction with ammonia or ammonium salts and which have the formula (VI) see diagramm : EP0137868,P24,F1 in which R**2 and R**7 have the meaning indicated above, to an intramolecular condensation reaction, carried out at a temperature such that the product distils off at the same time, after which, if desired, the radical -OR**7 is modified or substituted by methods known per se by radicals indicated for X and R**1 in claim 1.</description><subject>AGRICULTURE</subject><subject>ANIMAL HUSBANDRY</subject><subject>BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES</subject><subject>CHEMISTRY</subject><subject>FISHING</subject><subject>FORESTRY</subject><subject>HETEROCYCLIC COMPOUNDS</subject><subject>HUMAN NECESSITIES</subject><subject>HUNTING</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><subject>PEST REPELLANTS OR ATTRACTANTS</subject><subject>PLANT GROWTH REGULATORS</subject><subject>PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTSTHEREOF</subject><subject>TRAPPING</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>1988</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZND3dQ3x8HdR8HdTcPb3Cwny9_Hx9HNXCPFwVXAP8g8P8QDJuAc5evopOAf5BwTzMLCmJeYUp_JCaW4GBTfXEGcP3dSC_PjU4oLE5NS81JL44FBDE0MTYwNTR2NjIpQAALW3JZY</recordid><startdate>19880730</startdate><enddate>19880730</enddate><creator>KLAUS BAUER,DE</creator><creator>KHERMANN BIRINGER,DE</creator><creator>TOMAS MAJER,DE</creator><creator>KHELMUT BYURSTEL,DE</creator><creator>BURKKHARD ZAKSE,DE</creator><creator>ROLAND SHMIRER,DE</creator><scope>EVB</scope></search><sort><creationdate>19880730</creationdate><title>METHOD OF CONTROLLING THE GROWTH OF GRAIN CROPS</title><author>KLAUS BAUER,DE ; KHERMANN BIRINGER,DE ; TOMAS MAJER,DE ; KHELMUT BYURSTEL,DE ; BURKKHARD ZAKSE,DE ; ROLAND SHMIRER,DE</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_SU1414305A33</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng ; rus</language><creationdate>1988</creationdate><topic>AGRICULTURE</topic><topic>ANIMAL HUSBANDRY</topic><topic>BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES</topic><topic>CHEMISTRY</topic><topic>FISHING</topic><topic>FORESTRY</topic><topic>HETEROCYCLIC COMPOUNDS</topic><topic>HUMAN NECESSITIES</topic><topic>HUNTING</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><topic>PEST REPELLANTS OR ATTRACTANTS</topic><topic>PLANT GROWTH REGULATORS</topic><topic>PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTSTHEREOF</topic><topic>TRAPPING</topic><toplevel>online_resources</toplevel><creatorcontrib>KLAUS BAUER,DE</creatorcontrib><creatorcontrib>KHERMANN BIRINGER,DE</creatorcontrib><creatorcontrib>TOMAS MAJER,DE</creatorcontrib><creatorcontrib>KHELMUT BYURSTEL,DE</creatorcontrib><creatorcontrib>BURKKHARD ZAKSE,DE</creatorcontrib><creatorcontrib>ROLAND SHMIRER,DE</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>KLAUS BAUER,DE</au><au>KHERMANN BIRINGER,DE</au><au>TOMAS MAJER,DE</au><au>KHELMUT BYURSTEL,DE</au><au>BURKKHARD ZAKSE,DE</au><au>ROLAND SHMIRER,DE</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>METHOD OF CONTROLLING THE GROWTH OF GRAIN CROPS</title><date>1988-07-30</date><risdate>1988</risdate><abstract>1. Claims for the contracting States : BE, CH, FR, GB, IT, LI, NL, SE A 1-substituted imidazole-5-carboxylic acid derivative of the formula (I) see diagramm : EP0137868,P21,F2 in which X is O, S or N, R**1 denotes hydrogen, phenyl, C2- to C6-alkenyl or C1- to C12 -alkyl, it being possible for the latter to be substituted up to three C1- to C6 -alkoxy groups or C1- to C3 -dialkylamino groups or by halogen, and, if X = N, two identical or different radicals R**1 are attached to N, or, if X = O or S, R**1 also represents a metal cation of groups I, II or VII of the periodic system or ammonium, and R**2 denotes a radical of the formula (II) see diagramm : EP0137868,P21,F3 in which R**3 and R**4 independently of one another represents a C1- to C4 -alkyl group, and the R**5 s denote identical or different radicals belonging to the group comprising H, C1- to C4 -alkyl, C1- to C4 -alkoxy and halogen. 1. Claims for the contracting state : AT A process for preparing compounds of the formula (I) see diagramm : EP0137868,P23,F1 in which X is O, S or N, R**1 denotes hydrogen, phenyl, C2- to C6-alkenyl or C1- to C12 -alkyl, it being possible for the latter to be substituted up to three C1- to C6 -alkoxy groups or C1- to C3 -dialkylamino groups or by halogen, and, if X = N, two identical or different radicals R**1 are attached to N, or, if X = O or S, R**1 also represents a metal cation of groups I, II or VII of the periodic system or ammonium, and R**2 denotes a radical of the formula (II) see diagramm : EP0137868,P23,F2 in which R**3 and R**4 independently of one another represents a C1- to C4 -alkyl group, and the R**5 denote identical or different radicals belonging to the group comprising H, C1- to C4 -alkyl, C1- to C4 -alkoxy and halogen, starting from bisformyl esters or the enol form thereof of the formulae (V) or (Va), respectively, see diagramm : EP0137868,P23,F3 see diagramm : EP0137868,P23,F4 in which R**2 represents the radicals mentioned above and R**7 represents one of the radicals R**1 defined above, preferably methyl or ethyl and especially ethyl, but not H, a metal or ammonium, which comprises either a) reacting the bisformyl esters with a carboxamide containing 1 to 3 carbon atoms, advantageously in the presence of strong acids at temperatures of 50 to 250 degrees C ; or b) reacting the bisformyl esters with a 5-fold to 30-fold molar excess of ammonium acetate in a 5-molar to 50-molar amount of glacial acetic acid at temperatures of 50 to 180 degrees C, or c) subjecting the aminomethylene compounds which can be prepared from the bisformyl esters (V) by reaction with ammonia or ammonium salts and which have the formula (VI) see diagramm : EP0137868,P24,F1 in which R**2 and R**7 have the meaning indicated above, to an intramolecular condensation reaction, carried out at a temperature such that the product distils off at the same time, after which, if desired, the radical -OR**7 is modified or substituted by methods known per se by radicals indicated for X and R**1 in claim 1.</abstract><oa>free_for_read</oa></addata></record>
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subjects AGRICULTURE
ANIMAL HUSBANDRY
BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES
CHEMISTRY
FISHING
FORESTRY
HETEROCYCLIC COMPOUNDS
HUMAN NECESSITIES
HUNTING
METALLURGY
ORGANIC CHEMISTRY
PEST REPELLANTS OR ATTRACTANTS
PLANT GROWTH REGULATORS
PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTSTHEREOF
TRAPPING
title METHOD OF CONTROLLING THE GROWTH OF GRAIN CROPS
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