cas 120068-37-3, Fipronil | Articles data

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Preparation method of trifluoromethyl sulfinyl chloride
The invention relates to a preparation method of trifluoromethyl sulfinyl chloride. The preparation method does not need to use a toxic reagent, namely thiophosgene, does not need to be further oxidized, and has the advantages of simple production process and low cost. The trifluoromethyl sulfinyl chloride is prepared from bis(trifluoromethyl) disulfide, a chlorination reagent and an oxidizing agent in a solvent by a one-pot method, the weight ratio of the solvent to the bis(trifluoromethyl) disulfide is (1: 1)-(500: 1), the temperature of the chlorination reaction is -30 DEG C to 80 DEG C, and the temperature of the oxidation reaction is -30 DEG C to 30 DEG C. The preparation method has the advantages that the preparation of the trifluoromethyl sulfinyl chloride does not need to use a toxic reagent, namely thiophosgene, further oxidation is not needed, meanwhile, the production process is simple, the conversion rate is high, and the production cost is low.
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Paragraph 0019; 0021-0022

(2021/07/24)

Preparation method of trifluoromethylsulfinyl halide (by machine translation)
The invention relates to a trifluoromethylsulfinyl halide (chemical formula of F. 3 Process CSOX) of, This compound is used as a pesticide, for the preparation of pesticides and fine chemicals, in particular for preparing insecticide fipronil, and its preparation process :1) trichloromethyl thionyl chloride, i.e. Cl3 Reaction of CSCl with oxidant gives trichloromethyl sulfinyl chloride, (Cl)3 CSOCl;2) Trichloromethyl sulfinyl chloride Cl3 Reaction of CSOCl) with fluoride to give trifluoromethanesulphonyl halide, i.e. F3 CSOX. Has the advantage: that the preparation of trifluoromethylsulfinyl halide avoids the low boiling, highly toxic starting materials and intermediates, namely trifluoromethyl sulfachloride and di (trifluoromethyl) bisulfide, has the advantages, of simple, efficient, safe; convenience and the like, and uses cheap and readily available raw material trichloromethyl sulfur chloride or a mixture, thereof to reduce manufacturing cost. (by machine translation)
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Paragraph 0047-0049

(2020/04/22)

A PROCESS FOR SYNTHESIS OF FIPRONIL
The present disclosure relates to a process for the synthesis of Fipronil which is a broad spectrum insecticide (I). The process of the present disclosure provides fipronil with a yield in the range of 75% to 90% and purity in the range of 95% to 97%. By the process of the present disclosure, the amount of sulfone impurity i.e., 5-amino- 1 -(2, 6-dichloro-4-trifluoromethylphenyl)-3-cyano- 4-trifluoro methylsulfonyl pyrazole in fipronil observed is in the range of 0 % to 0.5 %.
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Page/Page column 9-15

(2020/10/09)

Method for preparing fipronil (by machine translation)
The invention relates to a simple and feasible, economical and reasonable,pair equipment has no corrosivity, selectivity and fewer byproducts, and a preparation method, of fipronil has a structural formula of : The compound (is prepared by oxidizing MP) with a persulphated compound under the conditions of chlorohydrocarbon solvent for short, and a target product fipronil, (:) is obtained by oxidation of the persulphated compound. . (by machine translation)
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Paragraph 0015-0021

(2020/04/22)

Synthetic method of fipronil and analogues thereof
The invention discloses a method for synthesizing fipronil and analogues thereof. The fipronil and analogues thereof are shown as a formula (I). The synthesis method comprises the following steps: (a) mixing a thioether compound shown as a formula (II) with trichloroacetic acid and an aprotic organic solvent; (b) adding hydrogen peroxide into the mixture obtained in the step (a), and carrying out oxidation reaction, so as to obtain fipronil as shown in a formula (I) and analogues thereof; the substituents in the formula (I) and the formula (II) are defined in the specification. The novel synthetic method is simple in condition and easy for industrial production.
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Paragraph 0040-0066

(2019/10/04)

Method for preparing fipronil
The invention relates to a method for preparing fipronil. The method comprises the following steps: taking 2-bromo-1,3-dichloro-5-(trifluoromethyl)benzene as an initial raw material, reacting the initial raw material with 5-amino-4-((trifluoromethyl)sulfenyl)-1H-pyrazol-3-formonitrile, wherein the product does not need to be treated; and further reacting to obtain the target product fipronil. Compared with the traditional synthetic method, the method disclosed by the invention takes Cu as a catalyst, and is more efficient and relatively high in yield. Moreover, the operating method is simple and convenient, and the reaction conditions are mild.
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Paragraph 0007; 0008; 0009; 0010; 0011; 0012

(2019/01/23)

Method for preparing high-purity fipronil
The invention relates to a preparation method of high-purity pesticide fipronil with the content of 98-99%. The preparation method specifically comprises the following steps: firstly adopting low-content 93-95% 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl) pyrazol to prepare 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl) pyrazol with the content up to 99.8% by selecting an appropriate reducing agent, and then enabling reaction with 98% trifluoromethyl sulfinyl chloride to obtain the fipronil of which the content can reach 98%-99%. Therefore, the preparation method solves the preparation problem of high-purity fipronil, the process route that the high-content fipronil is unlikely to be obtained by using the raw material of low-content fipronil to purify is avoided, and the disadvantages existing in an existing preparation technology are overcome. The raw materials adopted in the whole synthesis and purification method are easily obtained, the process conditions are simple and convenient, and the product is excellent in quality.
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Paragraph 0007; 0012

(2018/09/08)

High-purity fipronil preparation method
The invention provides a high-purity fipronil preparation method. The method includes: under a micro vacuum condition, sequentially adding trifluoromethyl sulfinyl chloride, 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethyl phenyl)pyrazole, catalyst trimethylbenzyl ammonium chloride and solvent dichloroethane into a reaction kettle, adding trifluoromethyl sulfinyl chloride again after reaction for1-2h at 35-45 DEG C, continuing thermal reaction for 9-12h, adding reaction liquid into water, standing for layering, centrifugally filtering, distilling filtrate to recover dichloroethane for recycling and reusing, adding a filter cake A into mixed solvent, heating to 85-90 DEG C, stirring to dissolve completely, cooling for crystallization, centrifugally separating, and drying a filter cake B to obtain fipronil. A fipronil preparation process is simple and easy in operation; by mixed solvent recrystallization for fipronil purification, high fipronil yield and purity and uniformity in product particle size are realized.
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Paragraph 0009; 0025-0036

(2018/05/07)

A synthetic fipronil method
The invention relates to a method for synthesis of high-purity fipronil; with 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole and trifluoromethylsulphinyl chloride as raw materials, an acid-binding agent and a solvent are added, a reaction is carried out, through azeotropic distillation for water removal, and adopting of a drying agent, a dehydration agent or a reagent which can be subjected to a reaction with water, the high-purity fipronil is prepared through re-crystallization purification. Compared with the prior art, the method strictly controls the water content in the reaction system so as to reduce the consumption amount of the raw materials, reduce generation of by-products, increase the reaction yield and reduce environmental pollution.
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Paragraph 0032; 0033; 0036-0038; 0041-0043; 0046-0048

(2018/02/23)

NOXIOUS ARTHROPOD CONTROL AGENT CONTAINING AMIDE COMPOUND
An object of the present invention is to provide a compound having the controlling activity on a noxious arthropod, and a noxious arthropod controlling agent containing an amide compound of formula (I): wherein X represents a nitrogen atom or a CH group, p represents 0 or 1, A represents a tetrahydrofuranyl group or the like, R1, R2, R3, R4, R5, R6 and R7 represent a hydrogen atom or the like, n represents 1 or 2, Y represents an oxygen atom or the like, m represents any integer of 0 to 7, and Q represents a C1-8 chain hydrocarbon group optionally having a phenyl group or the like, has the excellent noxious arthropod controlling effect.
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(2017/08/26)

PROCESS FOR SYNTHESIS OF FIPRONIL
A process for preparation of Fipronil (i.e. 5-amino-1-(2, 6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-trifluoro-methylsulphinyl-pyrazole) is provided, which comprises oxidizing 5-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-tri-fluoromethylthio-pyrazole with sulfuric acid and hydrogen peroxide as oxidizing agent in the presence of a solvent such as ethylene dichloride, chlorobenzene.
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Paragraph 0050

(2014/07/22)

PROCESS FOR THE PREPARATION OF N-SUBSTITUTED PYRAZOLE COMPOUNDS
A process for the preparation of a compound of formula I: wherein, R1 represents hydrogen, cyano, nitro, halogen, or acyl; R2 represents aryl, alkenyl, alkynyl, halogen substituted alkyl, halogen substituted alkenyl, or halogen substituted alkynyl; R3 represents hydrogen or NR6R7 wherein R6 and R7 each independently represent hydrogen, alkyl, alkenylalkyl, alkynylalkyl, formyl, optionally halogen substituted alkanoyl, optionally halogen substituted alkoxycarbonyl, or alkoxymethyleneamino, halogen, or R6 and R7 together with, the N atom attached form a heterocycle; and R4 represents hydrogen, alkyl, aryl, or heteroaryl; the process including oxidizing a compound of formula II:
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Paragraph 0075; 0076; 0077; 0078

(2014/12/09)

PROCESS FOR THE PREPARATION OF N-SUBSTITUTED PYRAZOLE COMPOUNDS
There is provided a process for preparing sulfinyl-pyrazole derivatives of formula (I) which comprises oxidizing substituted amino-4-mercapto-1H-pyrazole compound (II) with an oxidant in the absence of trifluoroperacetic acid. Hydrogen peroxide is a particularly preferred oxidant and is carried out in the presence of sodium tungstate and hydrochloric acid as catalyst.
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Page/Page column 17; 18; 19

(2013/03/28)

PROCESS FOR SYNTHESIS FIPRONIL
The present disclosure relates to a process for trifluoromethylsulfinyl pyrazole compound of formula I, from a compound of formula III, wherein, R, R1 and R2 represent a group containing halogen group respectively and R3 represents a perhaloalkyl.
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(2013/03/26)

FIPRONIL PRODUCTION PROCESS
An improved oxidation process for preparing 5-amino-3-cyano-1- (2,6-dichloro-4-trifluoromethylphenyl) -4-trifluoromethylsulphinyl-pyrazole, of formula (I) is described. The process includes admixing 5-amino-3-cyano-l- (2, 6-dichloro-4-trifluoromethylphenyl) -4-trifluoromethylthiopyrazole of formula (II) with dichloroacetic acid and hydrogen peroxide in the presence of a strong acid.
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Page/Page column 9-10

(2012/02/02)

METHOD FOR THE SYNTHESIS OF 5-AMINO, 1-PHENYL, 3-CYANO, 4-TRIFLUOROMETHYL SULFINYL PYRAZOLE
The present invention relates to a method for the preparation of the 5-amino, 1-phenyl, 3-cyano, 4- trifluoromethyl sulfinyl pyrazole having the described general formula (I), particularly preferred for the synthesis of Fipronil, through oxidation of a compound having the general formula (II) as follows: (II) wherein R1 and R2 are independently hydrogen or halogen, and wherein the oxidising agent is dichloroperacetic acid.
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Page/Page column 13

(2012/02/01)

METHOD FOR THE SYNTHESIS OF 5-AMINO-1-PHENYL-3-CYANO-4-TRIFLUOROMETHYL SULFINYL
The present invention relates to a method for the preparation of the 5-amino-1-phenyl-3-cyano-4-trifluoromethyl sulfinyl pyrazole having the described general formula (I), particularly preferred for the synthesis of Fipronil, through oxidation of a compound having the general formula (II) as follows: wherein R1 and R2 are independently hydrogen or halogen, and wherein the oxidising agent is dichloroperacetic acid.
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Page/Page column 4

(2012/07/28)

PROCESS FOR SYNTHESIS OF FIPRONIL
A process for preparation of Fipronil (i.e. 5-amino-l-(2, 6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-trifluoromethylsulphinyl-pyrazole) is provided, which comprises oxidizing 5-amino-l-(2, 6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-trifluoromethylthio-pyrazole with sulfuric acid and hydrogen peroxide as oxidizing agent in the presence of a solvent such as ethylene dichloride, chlorobenzene.
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Page/Page column 8-9

(2013/02/27)

Method for Producing and Purifying Trifluoromethanesulfinic Acid
The invention relates to a process for purifying trifluoromethanesulfinic acid by azeotropic distillation with an aromatic solvent, to processes for preparing purified trifluoromethanesulfinic acid and to the use of the purified trifluoronnethanesulfinic acid for preparing trifluoromethylsulfinylated pyrazole derivatives, especially fipronil.
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Page/Page column 4

(2011/08/08)

PROCESS FOR MANUFACTURING 5-AMINO-1-(2, 6-DICHLORO-4-TRIFLU OROMETHYL PHENYL)-3-CYANO-4-TRIFLUOROMETHYL SULPHINYL PYRAZOLE
A process for the preparation of a compound of formula (I). The said process comprises oxidizing a compound of formula (II) in a medium comprising at least one oxidizing agent, a solvent system and a corrosion inhibiting compound.
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Page/Page column 13

(2011/08/08)

PROCESS FOR THE PREPARATION OF 4-SULFINYL-PYRAZOLE DERIVATIVES
The present invention relates to a novel process for the preparation of a compound of formula (I), wherein R1, R2, R3, R4 and R5 are each independently selected from hydrogen, halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, nitro, cyano, and pentafluorothio; R6 is C1-C4-alkyl, or C1-C4-haloalkyl; by oxidation of a compound of formula (II) with an oxidation agent selected from trifluoroperacetic acid and trichloroperacetic acid in the presence of a catalyst selected from hydroxides, oxides, sulfates, acetates or trifluoroacetates of lithium, magnesium, calcium, strontium, barium, titanium (IV), zinc (II) and manganese (II).
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Page/Page column 9; 10

(2011/05/11)

PROCESS FOR SYNTHESIS OF FIPRONIL
A process for preparation of a trifluoromethylsulfinyl pyrazole compound of formula (I) from a compound of formula (III) is provided, wherein R, R1 and R2 represent a group containing halogen respectively and R3 represents a perhaloalkyl.
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Page/Page column 24-25

(2011/10/03)

PROCESS FOR THE SYNTHESIS OF FIPRONIL
This invention relates to a process for the continuous synthesis of 5-amino-l-[2,6- dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethylsulfinyl)-1H-pyrazole-3-carbonitrile comprising the step of reacting in a solvent 5-amino-l-[2,6-dichloro-4- (trifluoromethyl)phenyl]-4-(trifluoromethylthio)-1H-pyrazole-3-carbonitrile with an oxidizing agent. The process provides a more efficient and more robust process than the existing processes.
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Page/Page column 8-9

(2010/05/14)

PROCESS FOR THE PREPARATION OF FIPRONIL AND ANALOGUES THEREOF
The present invention relates to a new and efficient process for preparing 5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(trifluoromethylthio)-IH-pyrazole-3-carbonitrile (hereinafter referred to as compound of formula I), which is useful as an intermediate for the antiparasitic agent fipronil, and a process for preparing 5-amino-3-cyano-l-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethyl sulfinylpyrazole (hereinafter referred to as compound of formula II or fipronil). In one aspect, there is provided a process for preparing fipronil comprising: a) a step of reacting CF3S(=O)ONa with the compound of formula (III) in the presence of a reducing/halogenating agent; and b) a step of oxidizing the compound of formula (I) obtained in step a) in the presence of a selective oxidizing agent, under suitable conditions, wherein the selective oxidizing agent selectively effects oxidation of (I) to the corresponding sulfoxide, Fipronil. In certain exemplary embodiments, the selective oxidizing agent is MHSO5, wherein M is an alkaline metal cation.
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Page/Page column 33-36

(2009/07/18)

Process for the Preparation of Fipronil, an Insecticide, and Related Pyrazoles
This invention relates to a process for the preparation of 5-amino-1-phenyl-3-cyano-4-trifluoromethyl sulphinyl pyrazoles as defined by Formula-I, wherein: R1=trifluoromethyl or trifluoromethoxy, and R2, R3=individually hydrogen, chlorine or bromine, the process comprising the step of oxidizing a compound of Formula-II, wherein: R1=trifluoromethyl or trifluoromethoxy, and R2, R3=individually hydrogen, chlorine or bromine, in a medium comprising at least one oxidizing agent and trichloro acetic acid, and/or the reactions product (s) of the at least one oxidizing agent and trichloro acetic acid, and at least one melting point depressant. The preferred pyrazole is Fipronil, preferably prepared using hydrogen peroxide and dichloro acetic acid at room temperature.
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Page/Page column 3

(2009/02/11)

PROCESS FOR THE SULFINYLATION OF A PYRAZOLE DERIVATIVE
The present invention relates to a process for the sulfinylation of a pyrazole derivative, characterized in that 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-1H-pyrazole-3- carbonitrile (II) is reacted with a sulfinylating agent selected from trifluoromethylsulfinic acid, trifluoromethylsulfinic acid anhydride, and a trifluoromethylsulfinate alkaline or alkaline earth metal salt and mixtures of the acid and/or the salt(s), in the presence of at least one amine acid complex wherein the amine(s) are selected from tertiary amines and the acid(s) are selected from hydrofluoric, hydrochloric, hydrobromic and hydroiodic acid and sulfonic acid derivatives, and with the addition of a halogenating agent.
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Page/Page column 24-25

(2008/12/05)

PROCESS FOR THE PREPARATION OF FIPRONIL, AN INSECTICIDE, AND RELATED PYRAZOLES
This invention relates to a process for the preparation of 5-amino-1-phenyl-3-cyano-4-trifluoromethyl sulphinyl pyrazoles as defined by Formula- I, wherein: Rl = trif luoromethyl or trif luoromethoxy, and R2, R3 = individually hydrogen, chlorine or bromine , the process comprising the step of oxidizing a compound of Formula- II, wherein: Rl = trifluoromethyl or trif luoromethoxy, and R2, R3 = individually hydrogen, chlorine or bromine , in a medium comprising at least one oxidizing agent and trichloro acetic acid, and/or the reactions product (s) of the at least one oxidizing agent and trichloro acetic acid, and at least one melting point depressant. The preferred pyrazole is Fipronil, preferably prepared using hydrogen peroxide and dichloro acetic acid at room temperature .
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Page/Page column 10-11

(2008/06/13)

A convenient conversion of pyrazolyl disulfide to sulfides by sodium dithionite and synthesis of sulfoxides
Indirectly introduce trifluoromethylthio-, alkylthio-, and trifluoromethylsulfinyl to pyrazole ring by a convenient reaction of a pyrazolyl disulfide with F3CBr and alkyl halides in the presence of sodium dithionite at room temperature. Followed by selective oxidation with H2O2 or trichloroisocyanuric acid (TCCA) to give trifluoromethylsulfenyl phenylpyrazole, alkylsulfenyl phenylpyazole, trifluoromethylsulfinyl phenylpyrazole 4a (a highly efficient insecticide named fipronil) and ethylsulfinyl phenylpyrazole 4c derivatives, respectively.
Tang, Ri-Yuan,Zhong, Ping,Lin, Qiu-Lian
p. 948 - 953
(2008/02/10)

Antiparasitical agents and methods for treating, preventing and controlling external parasites in animals
This invention provides for antiparasitical agents and methods for treating, preventing and controlling external parasites in animals.
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Page/Page column 27

(2008/06/13)

Active agent combinations
The novel active compound combinations of extracts from seeds of the neem tree and the active compounds of groups (B) to (F) listed in the description have very good insecticidal and acaricidal properties.
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(2008/06/13)

Process for preparing 4-trifluoromethylsulfinylpyrazole derivative
A process for the preparation of a compound of formula (I) comprising oxidizing a compound of formula (II) with trifluoroperacetic acid in the presence of a corrosion inhibiting compound such as boric acid. Also, a process for preparing a compound of formula (II) by adding sulfur dioxide to a mixture of the corresponding disulfide, a formate salt, trifluoromethyl bromide and a polar solvent; and a process for preparing the disulfide comprising adding S2Cl2to a solution, in an organic solvent, of the corresponding 4-unsubstituted pyrazole.
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(2008/06/13)

Method for exterminating termites
A method for exterminating termites comprising using an entomopathogenic nematode together with an inset-growth regulator or a slow-acting insecticide, wherein insecticidal effects are reinforced compared with the cases using singly the entomopathogenic nematode and the insect-growth regulator or the slow-acting insecticide, respectively, and a bait station for exterminating termites that contains an entomopathogenic nematode with an insect-growth regulator or a slow-acting insecticide. According to the invention, emission of harmful chemicals to environment can be suppressed. The invention is nonpoisonous for human being and livestock, and is useful for indoor or outdoor extermination of termites.
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(2008/06/13)

Use of citric acid derivatives as pesticidal adjuvants
The invention provides the use as a pesticidal adjuvant of at least one citric acid derivative and compositions containing the derivative, which has a log octanol-water coefficient (log P) of 2.6 to 11 and an equivalent hydrocarbon (EH) value of 29 to 47. The invention has been shown to enhance the efficacy of a range of pesticides.
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(2008/06/13)

Process for preparing pesticidal intermediates
A process for preparing pesticides or pesticidal intermediates, particularly 5-amino-1 aryl-3-cyanopyrazoles, having the formula said process comprising reacting a compound having the formula with a cyanide salt.
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(2008/06/13)

Process for the sulfinylation of heterocyclic compounds
The invention relates to a novel process for the sulfinylation of heterocyclic compounds, which comprises reacting: a compound of the formula RS(O)X, in which R is a linear or branched alkyl group having from 1 to 4 carbon atoms, which is substituted with one or more identical or different halogen atoms and X is a halogen atom, the hydroxyl group or one of the salts thereof, a group --NR2 R3, R2 and R3 being alkyl or haloalkyl groups of 1 to 4 carbon atoms, or an aryloxy or aralkoxy group, in which the aryl part preferably corresponds to a phenyl group, which is optionally substituted with one or more halogen atoms or alkyl or haloalkyl groups of 1 to 4 carbon atoms, with a heterocyclic compound Het chosen from the group consisting of pyrroles, pyrazoles, imidazoles, oxazoles, isoxazoles, thiazoles, isothiazoles and triazoles, all of these heterocycles Het optionally being substituted with one or more atoms or groups chosen from halogen, amine, alkylamine, dialkylamine, nitrile, aryl, and aryl substituted with one or more halogen atoms and/or one or more alkyl, haloalkyl or SF5 groups.
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(2008/06/13)

Derivatives of N-phenylpyrazoles
N-Phenylpyrazole derivatives of the formula: STR1 wherein R1 represents cyano, nitro, halogen, acetyl or formyl; R2 represents R5 SO2, R5 SO or R5 S in which R5 is optionally halogen substituted alkyl, alkenyl or alkynyl; R3 represents a hydrogen atom or a group NR6 R7 wherein R6 and R7 each represent hydrogen, alkyl, alkenylalkyl, alkynylalkyl, formyl, optionally halogen substituted alkanoyl, optionally halogen substituted alkoxycarbonyl, or alkoxymethyleneamino, halogen, or R6 and R7 together form a cyclic imide and R4 represents a substituted phenyl group possess arthropodicidal, plant nematocidal, anthelmintic and anti-protozoal properties; their preparation, compositions containing them and their use are described.
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(2008/06/13)

Derivatives of N-phenylpyrazoles, compositions and use
An N-phenylpyrazole derivative of the formula: STR1 wherein R1 represents cyano, nitro or halogen; R2 represents a group R5 SO2, R5 SO, or R5 S in which R5 represents alkyl, alkenyl or alkynyl unsubstituted or substituted by halogen; R3 represents azido or hydrazino, or pyrrol-1-yl, pyrazol-1-yl, imidazol-1-yl, 1,2,4-triazol-4-yl, 1,2,4-triazol-1-yl, 1,2,3-triazol-1-yl, 1,2,3-triazol-2-yl, piperidino, pyrrolidino, morpholino or N-alkylpiperazino, which may be substituted by alkyl or phenyl; and R4 represents phenyl substituted in the 2-position by fluorine, chlorine, bromine or iodine; in the 4-position by alkyl or alkoxy unsubstituted or substituted by halogen, or fluorine, chlorine, bromine or iodine; and unsubstituted or substituted in the 6-position by fluorine, chlorine, bromine or iodine and pesticidally acceptable acid addition salts thereof possess arthropodicidal, nematocidal, anthelmintic and anti-protozoal activity.
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(2008/06/13)

Derivatives of N-phenylpyrazoles
N-Phenylpyrazole derivatives of the formula: wherein R1 represents cyano, nitro, halogen, acetyl or formyl:, R2 represents R5SO2, R5SO or R5S in which R5 is optionally halogen substituted alkyl, alkenyl or alkynyl;, R3 represents a hydrogen atom or a group NR6R7 wherein R6 and R7 each represent hydrogen, alkyl, alkenylalkyl, alkynylalkyl, formyl, optionally halogen substituted alkanoyl, optionally halogen substituted alkoxycarbonyl, or alkoxymethyleneamino, halogen, or R6 and R7 together form a cyclic imide and R4 represents a substituted phenyl group possess arthropodicidal, plant nematocidal, anthelmintic and anti-protozoal properties; their preparation, compositions containing them and their use are described.
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(2008/06/13)