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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Zusammenfassung: | 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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