Syngenta Crop Protection, Inc.

Syngenta Participations Ag

Bayer Aktiengesellschaft

Syngenta Corporation

Novartis Crop Protection, Inc.

Syngenta Corp Protection LLC

Sungenta Limited

Martin Zeller

Clemens Lamberth

Andr&eacute; Jeanguenat

Harald Walter

Fanny Giordano

Josef Ehrenfreund

Hans Tobler

Camilla Corsi

Gottfried Seifert

Walter Kunz

Henry Szczepanski

Neil George

Ian Kevin Jones

Shailesh Shah

Fredrik Cederbaum

Ottmar Franz H&uuml;ter

Thomas Vettiger

Dominik Faber

Paul Edward Bonnett

Nicolas Fedou

Daniel Stierli

Hugo Ziegler

Peter Grootenhuis

Soan Cheng

Martin Charles Bowden

Alain De Mesmaeker

Martin Eberle

Tomas Smejkal

Beat Jau

Gerald Wayne Craig

Michael Rommel

Miroslav Kriz

Tibor Goegh

Juerg Wiss

Reinhard Georg Hanreich

Steven Scott Bondy

Daniel Dennis Comer

Julie Elizabeth Penzotti

Jürg Ehrler

Paul Bonnett

Thomas Aitcheson Clark

Hans-Dieter Schneider

Fanny Delphine Brigtte Giordano

Shailesh C Shah

Process for the preparation of a compound of Formula (I):  

Process and intermediate

Process for the preparation of a compound of Formula (I), the process comprising the reaction of a compound of Formula (II) with malononitrile in the presence of a base and a palladium catalyst, Formula (II) wherein X, Y and Z, independently of each other, represent fluoro, chloro or Calkyl; and L is a leaving group; with the proviso that 1 or 2 of X and Y are, independently of each other, fluoro or chloro. 

Process for the preparation of phenylmalonic acid dinitriles

The invention relates to a process for the preparation of a compound of formula (I), wherein R, Rand Rare as defined in claim, which process comprises a) adding a compound of formula (II), in the presence of an inert organic solvent to a mixture comprising an organic nitrite of formula (III) (R&#x2014;O&#x2014;N&#x2550;O (III)), wherein Ris C-Calkyl, a compound of formula (IV), and an inert organic solvent; b) reacting the resulting compound of formula (V), with HN&#x2014;O&#x2014;CHto the compound of formula (VII), c) reducing the compound of formula (VII) to the compound of formula (VIII), d) and reacting the compound of formula VIII with a compound of formula (IX), in which R* is halogen, hydroxy or Calkoxy, to the compound of formula (I). 

Process for the preparation of phenyl substituted 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid N-methoxy-[1-methyl-2 phenylethyl] amides

The present invention relates to a process for the preparation of compounds of formula I wherein Rand Rare each independently of the other hydrogen or C-Calkyl and Ris CFor CFH, by wherein Rand Rare as defined for formula I, with at least one reducing agent to form a compound of formula III wherein Rand Rare as defined for formula I, and wherein Rand Rare as defined for formula I, and wherein Q is chlorine, fluorine, bromine, iodine, hydroxy or C-Calkoxy and Ris as defined for formula I, to form the compound of formula I;and to novel intermediates for use in that process.

Process for the production of amides

A process for the preparation of a compound of formula (I), the process comprising: (i) the reaction of a compound of formula (III), with a compound of formula (IV) to give a compound of formula (II), and (ii) the reaction of the compound of formula (II) with a leaving group, to give the compound of formula (I).

Process for the synthesis of mandipropamid and derivatives thereof

The present invention relates to a process for the preparation of compounds of formula (I) wherein Rand Rare each independently of the other hydrogen or C-Calkyl and Ris CFor CFH, by a) reaction of a compound of formula (II) wherein Rand Rare as defined for formula (I), with at least one reducing agent to form a compound of formula (III) wherein Rand Rare as defined for formula (I), and b) reaction of that compound with at least one reducing agent to form a compound of formula (IV) wherein Rand Rare as defined for formula (I), and (c) reaction of that compound with a compound of formula (V) wherein Q is chlorine, fluorine, bromine, iodine, hydroxy or C-Calkoxy and Ris as defined for formula (I), to form the compound of formula (I); and to novel intermediates for use in that process. 

The present invention relates to a novel a process for the preparation of the compound of the general formula (I), wherein Rand Rare independently H or Calkyl, which comprises treating with a reducing agent either a compound of the general formula (II), wherein Rand Rhave the meanings given for the compound of the formula (I), Ris H or Calkyl and Ph is phenyl, or a compound of the general formula (III), wherein R, R, Rand Ph have the meanings given for the compound of the formula (II), the reducing agent being effective to cleave the benzyl moiety Ph-CH(R)&#x2014; from the benzylamino moiety PhCH(R)NH&#x2014; in the compound of the formula (II) or in the compound of the formula (III) to leave an amino group and, in addition, in the case of the compound of the formula (III), to reduce both the 2,3-double bond and the double bond joining the RRC&#x2014; moiety to the 9-position of the benzonorbornene ring to single bonds. It also relates to processes for the preparation of the compounds (II) and (III) and their precursors and to the compounds (II) and (III) themselves and certain of their precursors, which are novel compounds. The compounds (I) are useful for the preparation of various fungicidal heterocyclyl-carboxylic acid benzonorbornen-5-yl-amides. 

Process for the preparation of amines

The invention relates to &#x3b1;-oxygenated or &#x3b1;-thiolated carboxylic acid phenethylamide derivatives of general formula (I) including the optical isomers thereof and mixtures of such isomers, wherein A stands for optionally substituted aryl or optionally substituted heteroaryl; X is oxygen or sulfur; Y is oxygen or sulfur; R, is hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, haloalkyl, haloalkenyl, haloalkynyl or halocycloalkyl; Ris hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, alkoxy-alkyl, alkoxy-alkenyl, alkoxy-alkynyl, whereof all alkyl- alkenyl-, alkynyl-, or cycloalkyl-groups may be optionally substituted by halogen; or optionally substituted aryl-alkyl, optionally substituted aryl-alkenyl, optionally substituted aryl-alkynyl or optionally substituted aryloxy-alkyl; Ris hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkyl-alkyl, alkoxy-alkyl, alkoxy-alkenyl, alkoxy-alkynyl, whereof all alkyl- alkenyl-, alkynyl-, or cycloalkyl-groups may be optionally substituted by halogen; or is optionally substituted aryl-alkyl, optionally substituted aryl-alkenyl, optionally substituted aryl-alkynyl, optionally substituted aryloxy-alkyl, optionally substituted heteroaryl-alkyl, optionally substituted heteroaryl-alkenyl or optionally substituted heteroaryl-alkynyl; Ris alkyl, alkenyl, alkynyl, alkoxy-alkyl, alkoxy, alkenyloxy, alkenyloxy, alkylthio, alkanoyl, alkylamino, dialkylamino, alkoxycarbonyl, whereof all alkyl- alkenyl or alkynyl-groups may be optionally substituted by halogen; or is halogen, cyano, nitro, amino, formyl or carboxyl; Ris hydrogen, alkyl, alkenyl or alkynyl; n is an integer 0, 1, 2, 3, or 4; B, represents a bridge member &#x2014;CRR&#x2014;, wherein Rand Rindependently of each other are hydrogen or alkyl; and Bis an alkylene bridge. These compounds possess useful plant protecting properties and may advantageously be employed in agricultural practice for controlling or preventing the infestation of plants by phytopathogenic microorganisms, especially fungi. 

&#x3b1;-Oxygenated or &#x3b1;-thiolated carboxylic acid phenethylamide derivatives

The invention relates to &#x3b1;-oxygenated or &#x3b1;-thiolated carboxylic acid phenethylamide derivatives of the general formula I including the optical isomers thereof and mixtures of such isomers, wherein A stands for optionally substituted aryl or optionally substituted heteroaryl; X is oxygen or sulfur; Y is oxygen or sulfur; Ris hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, haloalkyl, haloalkenyl, haloalkynyl or halocycloalkyl; Ris hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, alkoxy-alkyl, alkoxy-alkenyl, alkoxy-alkynyl, whereof all alkyl-alkenyl-, alkynyl-, or cycloalkyl-groups me be optionally substituted by halogen; or optionally substituted arylalkyl, optionally substituted-aryl-alkenyl, optionally substituted aryl-alkynyl or optionally substituted aryloxy-alkyl; Ris hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkyl-alkyl, alkoxy-alkyl, alkoxy-alkenyl, alkoxy-alkynyl, whereof all alkyl-alkenyl-, alkynyl-, or cycloalkyl-groups me be optionally substituted by halogen; or is optionally substituted aryl-alkyl, optionally substituted aryl-alkenyl, optionally substituted aryl-alkynyl, optionally substituted aryloxy-alkyl, optionally substituted heteroaryl-alkyl, optionally substituted heteroaryl-alkenyl or optionally substituted heteroaryl-alkynyl; Ris alkyl, alkenyl, alkynyl, alkoxy-alkyl, alkoxy, alkenyloxy, alkynyloxy, alkylthio, alkanoyl, alkylamino, dialkylamino, alkoxycarbonyl, whereof all alkyl-alkenyl or alkynyl-groups may be optionally substituted by halogen; or is halogen, cyano, nitro, amino, formyl or carboxyl; Ris hydrogen, alkyl, alkenyl or alkynyl; n is an integer 0, 1, 2, 3, or 4; Brepresents a bridge member &#x2014;(CRR)&#x2014; or &#x2014;(CHRR)-Z-(CRR), wherein q is an integer 2, 3 or 4; r is an integer 0, 1; 2, 3; s is an integer 1, 2 or 3, provided that (r+s) is either 1, 2 or 3; Z is &#x2014;O&#x2014;, &#x2014;S&#x2014;, &#x2014;SO&#x2014; &#x2014;SO2-, NR&#x2014;, &#x2014;CO&#x2014;, &#x2014;OOC&#x2014;, &#x2014;COO&#x2014;, &#x2014;NR&#x2014;CO&#x2014; or &#x2014;CO&#x2014;NR&#x2014;; Ris hydrogen or alkyl; R, R, Rand Rindependently of each other are hydrogen or alkyl; and Bis an alkylene bridge. These compounds possess useful plant protecting properties and may advantageously be employed in agricultural practice for controlling or preventing the infestation of plants by phytopathogenic microorganisms, especially fungi. 

&#x3b1;-oxygenated or &#x3b1;-thiolated carboxylic acid phenethylamide derivatives

The invention concerns a novel process for the preparation of 2-phenyl-2-hydroxy-N-[2-(3-alkoxy-4-hydroxyphenyl)-ethyl]-acetamides of the formula (I), wherein Ris alkyl, Rand Rare each independently hydrogen or alkyl, and Ris optionally substituted aryl or optionally substituted heteroaryl, which process comprises reacting a 2-(3-alkoxy-4-hydroxyphenyl)-ethylamine of the formula (II), wherein RRand Rare as defined above with a &#x3b1;-hydoxycarboxylic acid ester of the formula (III) or a dioxolanone of the formula (III)a, wherein Ris as defined above, and R, Rand Rindependently of each other are lower alkyl. The compounds of formula (I) are important intermediates for a novel group of fungicides derived from mandelic acid amides. 

Process for the preparation of alpha hydroxycarboxylic acid amides

Phenylmalonic acid dinitriles are prepared by reaction of, for example, phenyl Kalides with malonic acid dinitrile in the presence of palladium catalysts and bases.

The invention relates to 4-propargyloxy-benzyl dervatives of the general formula (I) including the optical isomers thereof and mixtures of such isomers, wherein Ris hydrogen, optionally substituted alkyl, optionally substituted cycloalkyl or optionally substituted aryl; R, R, R, R, and Rare each independently of each other hydrogen or optionally substituted alkyl; Ris optionally substituted alkyl; X is O or N&#x2014;R; and Ris a group Ris optionally substituted aryl or optionally substituted heteroaryl; Rand Rare each independently hydrogen, optionally substituted alkyl, optionally substituted alkenyl or optionally substituted alkynyl; Ris optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted aryl or optionally substituted heteroaryl; Ris hydrogen or optionally substituted alkyl, alkenyl or alkynyl; and Ris optionally substituted alkyl or optionally substituted amino. These compounds possess useful plant protecting properties and may advantageously be employed in agricultural practice for controlling or preventing the infestation of plants by phytopathogenic microorganisms, especially fungi 

Propargylether derivatives, a process for their preparation and their use for controlling phytopathogenic microorganisms

The invention relates to N-bisaryl- and N-aryl-cycloalkylidenyl-a-hydroxy- and a-alkoxy acetic acid amides of the general formula (I) including the optical isomers thereof and mixtures of such isomers, wherein Ris hydrogen, C&#x2013;Calkyl; C&#x2013;Calkenyl; C&#x2013;Calkynyl; C&#x2013;Chaloalkyl; Ris hydrogen; optionally substituted alkyl; or optionally substituted alkynyl; Ris optionally substituted aryl or optionally substituted heteroaryl; A is an optionally substituted saturated or unsaturated C&#x2013;C-cycloalkylidene, optionally substituted phenylidene or optionally substituted saturated or unsaturated heterocyclylidene bridge, Rand Rare each independently hydrogen or an organic radical, and Ris hydrogen; tri-C&#x2013;Calkyl-silyl; di-C&#x2013;Calkyl-phenylsilyl; C&#x2013;Calkyl-diphenylsilyl; triphenylsilyl; optionally substituted alkyl; optionally substituted alkenyl or optionally substituted alkynyl. The compounds possess plant-protecting properties and are suitable for protecting plants against infestation by phytopathogenic microorganism, especially fungi. 

N-bisaryl- and n-aryl-cycloakylidenyl-&#x3b1;hydroxy-and &#x3b1;-alkoxy acid amides

The invention relates to N-propargyloxy-phenethyl thioacetic acid amide derivatives of the general formula (I) including the optical isomers thereof and mixtures of such isomers, wherein Ris hydrogen, alkyl, cycloalkyl or optionally substituted aryl, Rand Rare each independently hydrogen or alkyl, Ris alkyl, alkenyl or alkynyl, R, R, Rand Rare each independently hydrogen or alkyl, Ris hydrogen, optionally substituted alkyl, optionally substituted alkenyl or optionally substituted alkynyl, Ris optionally substituted aryl or optionally substituted heteroaryl, and Z is hydroxy, optionally substituted aryloxy, optionally substituted alkoxy, optionally substituted alkynyloxy, optionally substituted arylthio, optionally substituted alkylthio, optionally substituted alkynylthio, optionally substituted alkylsulfinyl, optionally substituted alkenysulfinyl, optionally substituted alkynylsulfinyl, optionally substituted alkylsulfonyl, optionally substituted alkenylsulfonyl, optionally substituted alkynylsulfonyl or a group &#x2014;O&#x2014;CO&#x2014;R, &#x2014;O&#x2014;CO&#x2014;O&#x2014;Ror &#x2014;O&#x2014;CO&#x2014;CO&#x2014;O&#x2014;Rwherein Ris hydrogen, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted aryl or optionally substituted heteroaryl. These compounds possess useful plant protecting properties and may advantageously be employed in agricultural practice for controlling or preventing the infestation of plants by phytopathogenic microorganisms, especially fungi 

N-p-propargyloxyphenethyl-thioacetic acid amides

Growing community of inventors

Muenchwilen, Switzerland

Martin Zeller