AR046763A1 - HALOALKEN COMPOUNDS, PROCESS FOR PRODUCTION AND PESTICIDES CONTAINING THEM - Google Patents
HALOALKEN COMPOUNDS, PROCESS FOR PRODUCTION AND PESTICIDES CONTAINING THEMInfo
- Publication number
- AR046763A1 AR046763A1 ARP040104640A ARP040104640A AR046763A1 AR 046763 A1 AR046763 A1 AR 046763A1 AR P040104640 A ARP040104640 A AR P040104640A AR P040104640 A ARP040104640 A AR P040104640A AR 046763 A1 AR046763 A1 AR 046763A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- formula
- compound represented
- substituted
- phenylalkyl
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 18
- 239000000575 pesticide Substances 0.000 title abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 16
- 125000003884 phenylalkyl group Chemical group 0.000 abstract 13
- 125000001188 haloalkyl group Chemical group 0.000 abstract 8
- 125000003342 alkenyl group Chemical group 0.000 abstract 7
- 125000000304 alkynyl group Chemical group 0.000 abstract 7
- 150000003839 salts Chemical class 0.000 abstract 6
- 125000000262 haloalkenyl group Chemical group 0.000 abstract 5
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 5
- 229910052717 sulfur Inorganic materials 0.000 abstract 5
- 125000004434 sulfur atom Chemical group 0.000 abstract 5
- 125000000232 haloalkynyl group Chemical group 0.000 abstract 4
- 229910052736 halogen Inorganic materials 0.000 abstract 4
- 125000005843 halogen group Chemical group 0.000 abstract 4
- 125000000623 heterocyclic group Chemical group 0.000 abstract 4
- -1 phenyl-alkyne Chemical group 0.000 abstract 3
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 125000005842 heteroatom Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 241000238876 Acari Species 0.000 abstract 1
- 241000244206 Nematoda Species 0.000 abstract 1
- 206010035148 Plague Diseases 0.000 abstract 1
- 241000607479 Yersinia pestis Species 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000002917 insecticide Substances 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C381/00—Compounds containing carbon and sulfur and having functional groups not covered by groups C07C301/00 - C07C337/00
- C07C381/06—Compounds containing sulfur atoms only bound to two nitrogen atoms
- C07C381/08—Compounds containing sulfur atoms only bound to two nitrogen atoms having at least one of the nitrogen atoms acylated
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- A—HUMAN NECESSITIES
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- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the group, wherein Cn means a carbon skeleton not containing a ring; Thio analogues thereof
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- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/28—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the group; Thio analogues thereof
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
- A01N43/10—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with sulfur as the ring hetero atom
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/60—1,4-Diazines; Hydrogenated 1,4-diazines
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
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- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
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- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/22—O-Aryl or S-Aryl esters thereof
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- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/24—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing the groups, or; Thio analogues thereof
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- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/34—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the groups, e.g. biuret; Thio analogues thereof; Urea-aldehyde condensation products
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/45—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups
- C07C233/46—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
- C07C233/49—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a carbon atom of an acyclic unsaturated carbon skeleton
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- C07C243/24—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids
- C07C243/26—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids with acylating carboxyl groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C243/30—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids with acylating carboxyl groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of an unsaturated carbon skeleton
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- C07C255/57—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and carboxyl groups, other than cyano groups, bound to the carbon skeleton
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- C07C271/62—Compounds containing any of the groups, X being a hetero atom, Y being any atom, e.g. N-acylcarbamates
- C07C271/64—Y being a hydrogen or a carbon atom, e.g. benzoylcarbamates
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- C07C275/46—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups containing any of the groups, X being a hetero atom, Y being any atom, e.g. acylureas
- C07C275/48—Y being a hydrogen or a carbon atom
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- C07C313/08—Sulfenic acids; Derivatives thereof
- C07C313/18—Sulfenamides
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- C07C317/28—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to acyclic carbon atoms of the carbon skeleton
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- C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/60—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton with the carbon atom of at least one of the carboxyl groups bound to nitrogen atoms
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- Pyridine Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Un pesticida que contiene al compuesto de haloalqueno como principio activo un insecticida que lo contiene para controlar ácaros y nematodos y un método para controlar una peste. Reivindicación 1: Un compuesto de haloalqueno representado mediante la formula (1) o su sal: en la cual cada uno de X1 y X2 es halógeno; Y es alquilo, haloalquilo o fenilo; n es de 0 a 5; L es -C(=B)Q, -C(=B)B'Q, -C(=B)N(D)Q, -N(D)Q, -N(D)C(=B)Q, -N(D)C(=B)B'Q,-N(D)SO2Q, -N=CHQ, -N=C(Q)2,-SO2Q, -SO2N(D)Q o alquilo sustituido con J (el alquilo puede ser adicionalmente sustituido con otros sustituyentes); J es -C(=B)B'Q, -C(=B)N(D)Q, -SO2Q o -SO2N(D)Q; cada uno de G y D es un átomo de hidrógeno, alquilo, haloalquilo, fenilalquilo, alquenilo, haloalquenilo, fenialquelino, alquinilo, haloalquinilo, fenilalquinilo, -C(=B)Q, -C(=B)B'Q, -C(=B)N(G')Q, -SQ, -SO2Q, -SN(G')Q, -SN(G')C(=B)B'Q o -SO2N(G')Q; G' es alquilo, haloalquilo, fenilalquilo, alquenilo, haloalquenilo, fenilalquenilo, alquinilo, haloalquinilo o fenilalquinilo; cada uno de A, B y B' es un átomo de oxigeno o un átomo de azufre; Q es alquilo el cual puede estar sustituido, alquenilo el cual puede estar sustituido, alquinilo el cual puede estar sustituido, un grupo hidrocarburo cíclico el cual puede estar sustituido, o un grupo heterocíclico de 5 a 12 miembros (el grupo heterocíclico puede estar sustituido) que contiene un heteroátomo opcional seleccionado entre un átomo de oxigeno, un átomo de azufre y un átomo de nitrógeno. Reivindicación 9: Un proceso para producir un compuesto de haloalqueno representado mediante la formula (1) o su sal: en la cual cada uno de X1 y X2 es halógeno; Y es alquilo, haloalquilo o fenilo; n es de 0 a 5; L es -C(B)Q, -C(=B)B'Q, - C(=B)N(D)Q, -N(D)Q, -N(D)C(=B)Q, -N(D)C(=B)B'Q, -N(D)SO2Q, -N=CHQ, -N=C(Q)2, -SO2Q, -SO2N(D)Q o alquilo sustituido con J (el alquilo puede ser adicionalmente sustituido con otros sustituyentes); J es -C(=B)B'Q, -C(=B)N(D)Q, -SO2Q o -SO2N(D)Q; cada uno de G y D es un átomo de hidrógeno, alquilo, haloalquilo, fenilalquilo, alquenilo, haloalquenilo, fenilalquenilo, alquinilo, haloalquinilo, fenilalquinilo, -C(=B)Q, -C(=B)B'Q, -C(=B)N(G')Q, -SQ, -SO2Q, -SN(G')Q, -SN(G')C(=B)B'Q o -SO2N(G')Q; G' es alquilo, haloalquilo, fenilalquilo, alquenilo, haloalquenilo, fenilalquenilo, alquinilo, haloalquinilo o fenilalquinilo; cada uno de A, B y B' es un átomo de oxigeno o un átomo de azufre; Q es alquilo el cual puede estar sustituido, alquenilo el cual puede estar sustituido, alquinilo el cual puede estar sustituido, un grupo hidrocarburo cíclico el cual puede estar sustituido, o un grupo heterocíclico de 5 a 12 miembros (el grupo heterocíclico puede estar sustituido) que contiene un heteroátomo opcional seleccionado entre un átomo de oxigeno, un átomo de azufre y un átomo de nitrógeno, que comprende (i) hacer reaccionar un compuesto representado mediante la formula (2) en la cual X1, X2, Y, n y A son según lo definido previamente, con un compuesto representado mediante la formula (3) o su sal: en la cual L y G son según lo definido previamente; o (ii) hacer reaccionar un compuesto representado mediante la formula (4) en la cual X1, X2, Y, n y A son según lo definido previamente, y T es un átomo de oxígeno o un átomo de azufre, con un compuesto representado mediante la formula (3) o su sal en la cual L y G son según lo definido previamente; o (iii) hacer reaccionar un compuesto representado mediante la formula (5) en la cual X1, X2, Y, n, A y T son según lo definido previamente, y Z es alquilo C1-4, con un compuesto representado mediante la formula (3) o su sal en la cual L y G son según lo definido previamente; o (iv) hacer reaccionar un compuesto representado mediante la formula (6) en la cual X1, X2, Y, n, L y A son según lo definido previamente, con un compuesto representado mediante la formula: G1-X3 en la cual G1 es alquilo, haloalquilo, fenilalquilo, alquenilo, haloalquenilo, fenilalquenilo, alquinilo, halolquinilo, fenilalquinilo, -C(=B)Q, -C(=B)B'Q, -C(=B)N(G')Q, -SQ, -SO2Q, -SN(G')Q, -SN(G')C(=B)B'Q o -SO2N(G')Q, X3 es halógeno, y B, Q y G' son según lo definido previamente; o (v) hacer reaccionar un compuesto representado mediante la formula (6) en la cual X1, X2, Y, n, L, A son según lo definido previamente, con un compuesto representado mediante la formula: G2-OSO2-U en la cual G2 es alquilo, U es alquilo, haloalquilo, alcoxi, fenilo, fenilo sustituido con halógeno, o fenilo sustituido con alquilo, o (vi) hacer reaccionar un compuesto representado mediante la formula (7) en la cual X1, X2, Y, n, L y G son según lo definido previamente, con un agente tionizante; o (vii) hacer reaccionar un compuesto representado mediante la formula (8) o su sal en la cual X1, X2, Y, n, A, y G son según lo definido previamente, con un compuesto representado mediante la formula CI-E, en la cual E es -C(=B)Q, -C(=B)B'Q, -C(=B)N(D)Q, -SO2Q o -SO2N(D)Q, y D, B, B' y Q son según lo definido previamente, o con un compuesto representado mediante la formula B=C=N-Q (en la cual B y Q son según lo definido previamente).A pesticide that contains the haloalkene compound as an active ingredient, an insecticide that contains it to control mites and nematodes and a method to control a plague. Claim 1: A haloalkene compound represented by formula (1) or its salt: in which each of X1 and X2 is halogen; Y is alkyl, haloalkyl or phenyl; n is 0 to 5; L is -C (= B) Q, -C (= B) B'Q, -C (= B) N (D) Q, -N (D) Q, -N (D) C (= B) Q , -N (D) C (= B) B'Q, -N (D) SO2Q, -N = CHQ, -N = C (Q) 2, -SO2Q, -SO2N (D) Q or alkyl substituted with J (the alkyl can be further substituted with other substituents); J is -C (= B) B'Q, -C (= B) N (D) Q, -SO2Q or -SO2N (D) Q; each of G and D is a hydrogen atom, alkyl, haloalkyl, phenylalkyl, alkenyl, haloalkenyl, phenyl-alkyne, alkynyl, haloalkynyl, phenylalkyl, -C (= B) Q, -C (= B) B'Q, -C (= B) N (G ') Q, -SQ, -SO2Q, -SN (G') Q, -SN (G ') C (= B) B'Q or -SO2N (G') Q; G 'is alkyl, haloalkyl, phenylalkyl, alkenyl, haloalkenyl, phenylalkyl, alkynyl, haloalkynyl or phenylalkyl; each of A, B and B 'is an oxygen atom or a sulfur atom; Q is alkyl which may be substituted, alkenyl which may be substituted, alkynyl which may be substituted, a cyclic hydrocarbon group which may be substituted, or a 5- to 12-membered heterocyclic group (the heterocyclic group may be substituted) which contains an optional heteroatom selected from an oxygen atom, a sulfur atom and a nitrogen atom. Claim 9: A process for producing a haloalkene compound represented by formula (1) or its salt: in which each of X1 and X2 is halogen; Y is alkyl, haloalkyl or phenyl; n is 0 to 5; L is -C (B) Q, -C (= B) B'Q, - C (= B) N (D) Q, -N (D) Q, -N (D) C (= B) Q, -N (D) C (= B) B'Q, -N (D) SO2Q, -N = CHQ, -N = C (Q) 2, -SO2Q, -SO2N (D) Q or alkyl substituted with J ( the alkyl can be additionally substituted with other substituents); J is -C (= B) B'Q, -C (= B) N (D) Q, -SO2Q or -SO2N (D) Q; each of G and D is a hydrogen atom, alkyl, haloalkyl, phenylalkyl, alkenyl, haloalkenyl, phenylalkenyl, alkynyl, haloalkynyl, phenylalkyl, -C (= B) Q, -C (= B) B'Q, -C (= B) N (G ') Q, -SQ, -SO2Q, -SN (G') Q, -SN (G ') C (= B) B'Q or -SO2N (G') Q; G 'is alkyl, haloalkyl, phenylalkyl, alkenyl, haloalkenyl, phenylalkyl, alkynyl, haloalkynyl or phenylalkyl; each of A, B and B 'is an oxygen atom or a sulfur atom; Q is alkyl which may be substituted, alkenyl which may be substituted, alkynyl which may be substituted, a cyclic hydrocarbon group which may be substituted, or a 5- to 12-membered heterocyclic group (the heterocyclic group may be substituted) containing an optional heteroatom selected from an oxygen atom, a sulfur atom and a nitrogen atom, comprising (i) reacting a compound represented by the formula (2) in which X1, X2, Y, n and A are as previously defined, with a compound represented by formula (3) or its salt: in which L and G are as previously defined; or (ii) reacting a compound represented by formula (4) in which X1, X2, Y, n and A are as previously defined, and T is an oxygen atom or a sulfur atom, with a compound represented by the formula (3) or its salt in which L and G are as previously defined; or (iii) reacting a compound represented by the formula (5) in which X1, X2, Y, n, A and T are as previously defined, and Z is C1-4 alkyl, with a compound represented by the formula (3) or its salt in which L and G are as previously defined; or (iv) reacting a compound represented by the formula (6) in which X1, X2, Y, n, L and A are as previously defined, with a compound represented by the formula: G1-X3 in which G1 it is alkyl, haloalkyl, phenylalkyl, alkenyl, haloalkenyl, phenylalkyl, alkynyl, halolquinyl, phenylalkyl, -C (= B) Q, -C (= B) B'Q, -C (= B) N (G ') Q, -SQ, -SO2Q, -SN (G ') Q, -SN (G') C (= B) B'Q or -SO2N (G ') Q, X3 is halogen, and B, Q and G' are according previously defined; or (v) reacting a compound represented by the formula (6) in which X1, X2, Y, n, L, A are as previously defined, with a compound represented by the formula: G2-OSO2-U in the which G2 is alkyl, U is alkyl, haloalkyl, alkoxy, phenyl, halogen substituted phenyl, or alkyl substituted phenyl, or (vi) reacting a compound represented by the formula (7) in which X1, X2, Y, n, L and G are as previously defined, with a thionizing agent; or (vii) reacting a compound represented by the formula (8) or its salt in which X1, X2, Y, n, A, and G are as previously defined, with a compound represented by the formula CI-E, in which E is -C (= B) Q, -C (= B) B'Q, -C (= B) N (D) Q, -SO2Q or -SO2N (D) Q, and D, B, B 'and Q are as previously defined, or with a compound represented by the formula B = C = NQ (in which B and Q are as previously defined).
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JP2003429195 | 2003-12-25 |
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AR046763A1 true AR046763A1 (en) | 2005-12-21 |
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ARP040104640A AR046763A1 (en) | 2003-12-25 | 2004-12-13 | HALOALKEN COMPOUNDS, PROCESS FOR PRODUCTION AND PESTICIDES CONTAINING THEM |
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AR (1) | AR046763A1 (en) |
GT (1) | GT200400273A (en) |
PE (1) | PE20050704A1 (en) |
TW (1) | TW200526552A (en) |
WO (1) | WO2005063018A1 (en) |
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DE102006052755A1 (en) * | 2006-11-08 | 2008-05-15 | N-Zyme Biotec Gmbh | New peptide derivatives and peptidomimetics are transglutaminase inhibitors useful for the treatment or prophylaxis of e.g. celiac disease, fibrosis, thrombosis, neurodegenerative disorders, Huntington's chorea and Parkinson disease |
CN106045870B (en) * | 2016-07-07 | 2018-07-03 | 上海应用技术学院 | A kind of method for preparing amide |
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US4950666A (en) * | 1989-03-30 | 1990-08-21 | Fmc Corporation | Difluoroalkane and difluoroalkenylalkane pesticides |
DE3941966A1 (en) * | 1989-12-15 | 1991-06-20 | Schering Ag | HALOGENED OLEFINS, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS A PEST CONTROL |
ES2123553T3 (en) * | 1991-03-01 | 1999-01-16 | Monsanto Co | FLUOROALKENYL COMPOUNDS AND THEIR USE AS PEST REPELLENTS. |
TR26865A (en) * | 1992-06-30 | 1994-08-19 | Ciba Geigy Ag | W-halovinilalkankarboxylic acid derivatives and pesticides containing them. |
ATE260924T1 (en) * | 1993-12-29 | 2004-03-15 | Syngenta Participations Ag | VINYLCARBOXAMIDE DERIVATIVES AS INSECTICIDES AND ACARICIDES |
US5514717A (en) * | 1994-10-26 | 1996-05-07 | Monsanto Company | Fluoroalkenyl compounds and their use as pest control agents |
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- 2004-11-29 TW TW093136767A patent/TW200526552A/en unknown
- 2004-12-10 PE PE2004001238A patent/PE20050704A1/en not_active Application Discontinuation
- 2004-12-13 AR ARP040104640A patent/AR046763A1/en unknown
- 2004-12-17 WO PCT/JP2004/019448 patent/WO2005063018A1/en not_active Application Discontinuation
- 2004-12-21 GT GT200400273A patent/GT200400273A/en unknown
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TW200526552A (en) | 2005-08-16 |
GT200400273A (en) | 2005-08-18 |
PE20050704A1 (en) | 2005-09-05 |
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