4,5-Dichloro-imidazole-1-carboxylic acid aryl esters and their use as
herbicides
    1.
    发明授权
    4,5-Dichloro-imidazole-1-carboxylic acid aryl esters and their use as herbicides 失效
    4,5-二氯 - 咪唑-1-羧酸芳基酯及其作为除草剂的用途

    公开(公告)号:US4187100A

    公开(公告)日:1980-02-05

    申请号:US948185

    申请日:1978-10-02

    摘要: A 4,5-dichloro-imidazole-1-carboxylic acid aryl ester of the formula ##STR1## in which X represents trifluoromethyl, cyano or a group ##STR2## in which R.sup.1 represents a saturated or unsaturated aliphatic radical, which can be carrying one or more substituents selected from halogen, alkoxy with 1 to 6 carbon atoms and alkylmercapto with 1 to 6 carbon atoms, R.sup.2 represents hydrogen, alkyl with 1 to 8 carbon atoms, alkenyl with up to 8 carbon atoms or the formyl group, R.sup.3 represents alkyl with 1 to 8 carbon atoms or alkenyl or alkynyl each with up to 8 carbon atoms, it being possible for each of these alkyl, alkenyl and alkynyl radicals to carry one or more substituents selected from alkoxy with 1 to 4 carbon atoms, alkylmercapto with 1 to 4 carbon atoms, phenyl (which may optionally carry one or more substituents selected from halogen, alkyl with 1 to 4 carbon atoms, trifluoromethyl and alkoxy with 1 to 4 carbon atoms), furyl or thienyl, or represents cycloalkyl with 5 to 7 carbon atoms in the ring which is optionally substituted by alkyl with 1 to 6 carbon atoms, or represents phenyl which may optionally carry one or more substituents selected from halogen, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkylmercapto with 1 to 4 carbon atoms and trifluoromethyl, or R.sup.2 and R.sup.3 conjointly with the adjoining nitrogen atom form an optionally substituted 5-membered to 7-membered heterocyclic radical in which 1 to 3 ring members may be selected from oxygen, sulfur and nitrogen, Y represents halogen, alkyl with 1 to 6 carbon atoms, trifluoromethyl, alkoxy with 1 to 6 carbon atoms, nitro, cyano or a ##STR3## group, in which R.sup.4 represents alkyl with 1 to 6 carbon atoms and n represents 0, 1, 2, 3, 4 or 5 which possesses plant protection properties especially herbicidal and plant growth regulant properties.

    摘要翻译: 其中X表示三氟甲基,氰基或其中R 1表示饱和或不饱和脂肪族基团的基团的4,5-二氯 - 咪唑-1-羧酸芳基酯,其中X表示三氟甲基,氰基或基团, 携带一个或多个选自卤素,具有1至6个碳原子的烷氧基和1至6个碳原子的烷基巯基的取代基,R 2表示氢,具有1至8个碳原子的烷基,具有至多8个碳原子的烯基或甲酰基, R3表示具有1至8个碳原子的烷基或各自具有至多8个碳原子的烯基或炔基,这些烷基,烯基和炔基中的每一个可以携带一个或多个选自具有1至4个碳原子的烷氧基的取代基, 具有1至4个碳原子的烷基巯基,苯基(其可任选地携带一个或多个选自卤素,具有1至4个碳原子的烷基,三氟甲基和具有1至4个碳原子的烷氧基)的取代基,呋喃基或噻吩基,或代表具有5个 至7个碳原子 在任选被具有1至6个碳原子的烷基取代的环中,或表示可任选地携带一个或多个选自卤素,具有1至4个碳原子的烷基,具有1至4个碳原子的烷氧基,具有1个碳原子的烷基巯基, 至4个碳原子和三氟甲基,或R2和R3与相邻的氮原子结合形成任选取代的5元至7元杂环基,其中1至3个环成员可以选自氧,硫和氮,Y代表卤素 ,具有1至6个碳原子的烷基,三氟甲基,具有1至6个碳原子的烷氧基,硝基,氰基或者IMAGE基团,其中R 4表示具有1至6个碳原子的烷基,n表示0,1,2,3 ,4或5,其具有植物保护性,特别是除草和植物生长调节性质。

    4,5-Dichloro-imidazole-1-carboxylic acid aryl esters
    4.
    发明授权
    4,5-Dichloro-imidazole-1-carboxylic acid aryl esters 失效
    4,5-二氯 - 咪唑-1-羧酸芳基酯

    公开(公告)号:US4234722A

    公开(公告)日:1980-11-18

    申请号:US34714

    申请日:1979-04-30

    摘要: A 4,5-dichloro-imidazole-1-carboxylic acid aryl ester of the formula ##STR1## in which X represents a group ##STR2## in which R.sup.2 and R.sup.3 conjointly with the adjoining nitrogen atom form a morpholine, thiamorpholine, or piperazine ring,Y represents halogen, alkyl with 1 to 6 carbon atoms, trifluoromethyl, alkoxy with 1 to 6 carbon atoms, alkylmercapto with 1 to 6 carbon atoms, nitro, cyano or ##STR3## in which R.sup.4 represents alkyl with 1 to 6 carbon atoms and n represents 0, 1, 2, 3, 4 or 5,which possesses plant protection properties especially herbicidal and plant growth regulant properties.

    摘要翻译: 式(I)的4,5-二氯 - 咪唑-1-羧酸芳基酯其中X代表一个基团,其中R 2和R 3与相邻的氮原子结合形成吗啉,硫吗啉, 或哌嗪环,Y表示卤素,具有1至6个碳原子的烷基,三氟甲基,具有1至6个碳原子的烷氧基,具有1至6个碳原子的烷基巯基,硝基,氰基或者其中R 4表示具有1至6个碳原子的烷基 碳原子,n表示0,1,2,3,4或5,其具有植物保护性,特别是除草和植物生长调节性质。

    4,5-Dichloro-imidazole-1-carboxylic acid aryl esters and their use as
plant protection agents
    5.
    发明授权
    4,5-Dichloro-imidazole-1-carboxylic acid aryl esters and their use as plant protection agents 失效
    4,5-二氯 - 咪唑-1-羧酸芳基酯及其作为植物保护剂的用途

    公开(公告)号:US4183742A

    公开(公告)日:1980-01-15

    申请号:US835092

    申请日:1977-09-21

    摘要: A 4,5-dichloro-imidazole-1-carboxylic acid aryl ester of the formula ##STR1## in which X represents trifluoromethyl, cyano or a group ##STR2## in which R.sup.1 represents an optionally substituted saturated or unsaturated aliphatic radical, R.sup.2 represents hydrogen, alkyl with 1 to 8 carbon atoms, alkenyl with up to 8 carbon atoms or the formyl group, R.sup.3 represents alkyl with 1 to 8 carbon atoms or alkenyl or alkynyl each with up to 8 carbon atoms, it being possible for each of these alkyl, alkenyl and alkynyl radicals to carry one or more substituents, or represents cycloalkyl with 5 to 7 carbon atoms in the ring which is optionally substituted by alkyl with 1 to 6 carbon atoms, or represents phenyl which may optionally carry one or more substituents, or R.sup.2 and R.sup.3 conjointly with the adjoining nitrogen atom form an optionally substituted 5- to 7-membered heterocyclic radical in which 1 to 3 ring members may be selected from oxygen, sulfur and nitrogen, Y represents halogen, alkyl with 1 to 6 carbon atoms, trifluoromethyl, alkoxy with 1 to 6 carbon atoms, nitro, cyano or a ##STR3## group, in which R.sup.4 represents alkyl with 1 to 6 carbon atoms and n represents 0, 1, 2, 3, 4, or 5, which possesses plant protection properties especially herbicidal and plant growth regulant properties.

    摘要翻译: 其中X表示三氟甲基,氰基或其中R 1表示任选取代的饱和或不饱和脂族基团的基团的4,5-二氯 - 咪唑-1-羧酸芳基酯,其中X表示三氟甲基, R 2表示氢,具有1至8个碳原子的烷基,具有至多8个碳原子的烯基或甲酰基,R 3表示具有1至8个碳原子的烷基或各自具有至多8个碳原子的链烯基或炔基,每个 的这些烷基,烯基和炔基,以携带一个或多个取代基,或表示环中具有5至7个碳原子的环烷基,其任选被具有1至6个碳原子的烷基取代,或表示可以任选携带一个或多个 取代基,或R2和R3与相邻的氮原子结合形成任选取代的5至7元杂环基,其中1至3个环成员可以选自氧,硫和氮,Y代表卤素,烷基与1至 6个碳原子,三氟甲基,具有1至6个碳原子的烷氧基,硝基,氰基或者IMAGE基团,其中R 4表示具有1至6个碳原子的烷基,n表示0,1,2,3,4或5个 具有植物保护性,特别是除草和植物生长调节性。

    4,5-Dichloro-imidazole derivatives and their use as plant protection
agents
    6.
    发明授权
    4,5-Dichloro-imidazole derivatives and their use as plant protection agents 失效
    4,5-二氯咪唑衍生物及其作为植物保护剂的用途

    公开(公告)号:US4178166A

    公开(公告)日:1979-12-11

    申请号:US835095

    申请日:1977-09-21

    摘要: A 4,5-dichloro-imidazole derivative of the formula ##STR1## in which X represents trifluoromethyl, cyano or a ##STR2## in which R.sup.1 represents an optionally saturated or unsaturated aliphatic radical,R.sup.2 represents hydrogen, alkyl with 1 to 8 carbon atoms, alkenyl with up to 8 carbon atoms or the formyl group,R.sup.3 represents hydrogen, alkyl with 1 to 8 carbon atoms or alkenyl or alkynyl with up to 8 carbon atoms, it being possible for each of these alkyl, alkenyl and alkynyl radicals to carry one or more substituents, or represents cycloalkyl with 5 to 7 carbon atoms in the ring which is optionally substituted by alkyl with 1 to 6 carbon atoms, or represents phenyl which may optionally carry one or more substituents, orR.sup.2 and R.sup.3 conjointly with the adjoining nitrogen atom for an optionally substituted 5-membered to 7-membered heterocyclic ring in which 1 to 3 ring members may be selected from oxygen, sulphur and nitrogen, andR represents alkyl with 1 to 12 carbon atoms or alkenyl or alkynyl each with up to 12 carbon atoms, it being possible for each of these alkyl, alkenyl and alkynyl radicals to carry one or more substituents, or represents cycloalkyl with 5 to 7 carbon atoms in the ring or represents a phenyl radical which is at least disubstituted;and the use of such novel 4,5-dichloro-imidazole derivatives as plant protection agents especially as a herbicide, plant growth regulant, insecticide or acaricide.

    摘要翻译: 式(I)的4,5-二氯 - 咪唑衍生物,其中X表示三氟甲基,氰基或者其中R 1表示任选饱和或不饱和的脂族基团,R 2表示氢,烷基与1至 8个碳原子,具有至多8个碳原子的烯基或甲酰基,R3表示氢,具有1至8个碳原子的烷基或具有至多8个碳原子的链烯基或炔基,这些烷基,烯基和炔基中的每一个都是可能的 自由基携带一个或多个取代基,或表示环中具有5至7个碳原子的环烷基,其任选被具有1至6个碳原子的烷基取代,或表示可任选地携带一个或多个取代基的苯基,或者R 2和R 3连接 与相邻的氮原子一起用于任选取代的5元至7元杂环,其中1至3个环成员可以选自氧,硫和氮,R表示具有1至12个碳原子的烷基或烯基或 炔基各自具有至多12个碳原子,这些烷基,烯基和炔基中的每一个可以携带一个或多个取代基,或代表环中具有5至7个碳原子的环烷基或代表至少为 二取代; 以及这种新型的4,5-二氯 - 咪唑衍生物作为植物保护剂,特别是作为除草剂,植物生长调节剂,杀虫剂或杀螨剂的用途。

    1-Acyloxymethyl-4,5-dichloro-imidazole derivatives and their use as
herbicides
    7.
    发明授权
    1-Acyloxymethyl-4,5-dichloro-imidazole derivatives and their use as herbicides 失效
    1-酰氧基甲基-4,5-二氯 - 咪唑衍生物及其作为除草剂的用途

    公开(公告)号:US4187101A

    公开(公告)日:1980-02-05

    申请号:US946252

    申请日:1978-09-27

    摘要: 1-Acyloxymethyl-4,5-dichloro-imidazole-2-carboxylic acid derivatives of the formula ##STR1## in which X represents trifluoromethyl, cyano or a group ##STR2## in which R.sup.1 represents a saturated or unsaturated aliphatic radical, which can be carrying one or more substituents selected from halogen, alkoxy with 1 to 6 carbon atoms and alkylmercapto with 1 to 6 carbon atoms, R.sup.2 represents hydrogen, alkyl with 1 to 8 carbon atoms, alkenyl with up to 8 carbon atoms or the formyl group, R.sup.3 represents alkyl with 1 to 8 carbon atoms or alkenyl or alkynyl each with up to 8 carbon atoms, it being possible for each of these alkyl, alkenyl and alkynyl radicals to carry one or more substituents selected from alkoxy with 1 to 4 carbon atoms, alkylmercapto with 1 to 4 carbon atoms, phenyl (which may optionally carry one or more substituents selected from halogen, alkyl with 1 to 4 carbon atoms, trifluoromethyl and alkoxy with 1 to 4 carbon atoms), furyl or thienyl, or represents cycloalkyl with 5 to 7 carbon atoms in the ring which is optionally substituted by alkyl with 1 to 6 carbon atoms, or represents phenyl which may optionally carry one or more substituents selected from halogen, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkylmercapto with 1 to 4 carbon atoms and trifluoromethyl or, R.sup.2 and R.sup.3 conjointly with the adjoining nitrogen atoms form an optionally substituted 5-membered to 7-membered heterocyclic ring in which 1 to 3 ring members may be selected from oxygen, sulfur and nitrogen, and R represents alkyl with 1 to 6 carbon atoms, plant protective compositions containing the same as active ingredients together with diluents, and methods for protecting plants by applying such novel 1-acyloxymethyl-4,5-dichloro-imidazole-2-carboxylic acid derivatives to a plant or its habitat.

    摘要翻译: 其中X表示三氟甲基,氰基或其中R 1表示饱和或不饱和脂肪族基团的基团,其中X表示三氟甲基,氰基或者其中R 1表示饱和或不饱和脂肪族基团的基团的1-芳氧基甲基-4,5-二氯 - 咪唑-2-羧酸衍生物, 其可以携带一个或多个选自卤素,具有1至6个碳原子的烷氧基和具有1至6个碳原子的烷基巯基的取代基,R 2表示氢,具有1至8个碳原子的烷基,具有至多8个碳原子的烯基或甲酰基 基团,R 3表示具有1至8个碳原子的烷基或各自具有至多8个碳原子的烯基或炔基,这些烷基,烯基和炔基中的每一个可以携带一个或多个选自具有1至4个碳原子的烷氧基的取代基 原子,具有1至4个碳原子的烷基巯基,苯基(其可任选地携带一个或多个选自卤素,具有1至4个碳原子的烷基,三氟甲基和具有1至4个碳原子的烷氧基)的取代基,呋喃基或噻吩基,或表示环烷基 与5到 任选被具有1至6个碳原子的烷基取代的环中的7个碳原子,或表示可以任选携带一个或多个选自卤素,具有1至4个碳原子的烷基,具有1至4个碳原子的烷氧基的取代基的苯基, 具有1至4个碳原子的烷基巯基和三氟甲基,或者R 2和R 3与相邻的氮原子一起形成任选取代的5元至7元杂环,其中1至3个环成员可以选自氧,硫和氮, R表示具有1-6个碳原子的烷基,含有与活性成分一起含有稀释剂的植物保护组合物,以及通过应用这种新颖的1-酰氧基甲基-4,5-二氯 - 咪唑-2-羧酸衍生物保护植物的方法 到植物或其栖息地。

    4,5-Dichloro-imidazole derivatives and their use as herbicides

    公开(公告)号:US4185991A

    公开(公告)日:1980-01-29

    申请号:US945288

    申请日:1978-09-25

    摘要: A 4,5-dichloro-imidazole derivative of the formula ##STR1## in which X represents trifluoromethyl, cyano or a ##STR2## or ##STR3## in which R.sup.1 represents a saturated or unsaturated aliphatic radical, which can be carrying one or more substituents selected from halogen, alkoxy with 1 to 6 carbon atoms and alkylmercapto with 1 to 6 carbon atoms,R.sup.2 represents hydrogen, alkyl with 1 to 8 carbon atoms, alkenyl with up to 8 carbon atoms or the formyl group,R.sup.3 represents hydrogen, alkyl with 1 to 8 carbon atoms or alkenyl or alkynyl each with up to 8 carbon atoms, it being possible for each of these alkyl, alkenyl and alkynyl radicals to carry one or more substituents selected from alkoxy with 1 to 4 carbon atoms, alkylmercapto with 1 to 4 carbon atoms, phenyl (which may optionally carry one or more substituents selected from halogen, alkyl with 1 to 4 carbon atoms, trifluoromethyl and alkoxy with 1 to 4 carbon atoms), furyl or thienyl, or represents cycloalkyl with 5 to 7 carbon atoms in the ring which is optionally substituted by alkyl with 1 to 6 carbon atoms, or represents phenyl which may optionally carry one or more substituents selected from halogen, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkylmercapto with 1 to 4 carbon atoms and trifluoromethyl, orR.sup.2 and R.sup.3 conjointly with the adjoining nitrogen atom form an optionally substituted 5-membered to 7-membered heterocyclic ring in which 1 to 3 ring members may be selected from oxygen, sulphur and nitrogen, andR represents alkyl with 1 to 12 carbon atoms or alkenyl or alkynyl each with up to 12 carbon atoms, it being possible for each of these alkyl, alkenyl and alkynyl radicals to carry one or more substituents selected from halogen, alkoxy with 1 to 6 carbon atoms, alkylmercapto with 1 to 6 carbon atoms, cycloalkyl with 5 to 7 carbon atoms in the ring and phenyl (which itself optionally carries one or more substituents selected from alkyl with 1 to 6 carbon atoms, alkoxy with 1 to 6 carbon atoms, halogen and trifluoromethyl), or represents cycloalkyl with 5 to 7 carbon atoms in the ring or represents a phenyl radical which is at least disubstituted; and the use of such novel 4,5-dichloro-imidazole derivatives as plant protection agents especially as a herbicide, plant growth regulant, insecticide or acaricide.

    1-Acyloxymethyl-4,5-dichloro-imidazole-2-carboxylic acid derivatives and
their use as plant protection agents
    9.
    发明授权
    1-Acyloxymethyl-4,5-dichloro-imidazole-2-carboxylic acid derivatives and their use as plant protection agents 失效
    1-氧代甲基-4,5-二氯 - 咪唑-2-羧酸衍生物及其作为植物保护剂的用途

    公开(公告)号:US4177055A

    公开(公告)日:1979-12-04

    申请号:US835093

    申请日:1977-09-21

    摘要: Novel 1-acyloxymethyl-4,5-dichloro-imidazole-2-carboxylic acid derivatives of the formula ##STR1## in which X represents trifluoromethyl, cyano or a group ##STR2## in which R.sup.1 represents an optionally substituted saturated or unsaturated aliphatic radical, R.sup.2 represents hydrogen, alkyl with 1 to 8 carbon atoms, alkenyl with up to 8 carbon atoms or the formyl group, R.sup.3 represents alkyl with 1 to 8 carbon atoms or alkenyl or alkynyl each with up to 8 carbon atoms, it being possible for each of these alkyl, alkenyl and alkynyl radicals to carry one or more substituents, or represents cycloalkyl with 5 to 7 carbon atoms in the ring which is optionally substituted by alkyl with 1 to 6 carbon atoms, or represents phenyl which may optionally carry one or more substituents, or R.sup.2 and R.sup.3 conjointly with the adjoining nitrogen atom form an optionally substituted 5- to 7-membered heterocyclic ring in which 1 to 3 ring members may be selected from oxygen, sulfur and nitrogen, and R represents alkyl with 1 to 6 carbon atoms, plant protective compositions containing the same as active ingredients together with diluents, and methods for protecting plants by applying such novel 1-acyloxymethyl-4,5-dichloro-imidazole-2-carboxylic acid derivatives to a plant or its habitat.

    摘要翻译: 具有式(I)的新颖的1-酰氧基甲基-4,5-二氯 - 咪唑-2-羧酸衍生物,其中X表示三氟甲基,氰基或基团,其中R 1表示任选取代的饱和或不饱和的 脂族基团,R 2表示氢,具有1至8个碳原子的烷基,具有至多8个碳原子的烯基或甲酰基,R 3表示具有1至8个碳原子的烷基或具有至多8个碳原子的链烯基或炔基, 这些烷基,烯基和炔基中的每一个可以携带一个或多个取代基,或代表环中具有5至7个碳原子的环烷基,其任选被具有1至6个碳原子的烷基取代,或表示可以任选携带的苯基 一个或多个取代基,或者R 2和R 3与相邻的氮原子结合形成任选取代的5至7元杂环,其中1至3个环成员可以选自氧,硫和氮,R代表a1 具有1至6个碳原子的烷基,含有与活性成分一起的稀释剂的植物保护性组合物,以及通过将这种新颖的1-酰氧基甲基-4,5-二氯 - 咪唑-2-羧酸衍生物施用于植物来保护植物的方法 或其栖息地。

    Novel 4,5-dichloro-imidazole derivatives and their use as plant
protection agents
    10.
    发明授权
    Novel 4,5-dichloro-imidazole derivatives and their use as plant protection agents 失效
    新型4,5-二氯 - 咪唑衍生物及其作为植物保护剂的用途

    公开(公告)号:US4268681A

    公开(公告)日:1981-05-19

    申请号:US34712

    申请日:1979-04-30

    摘要: A 4,5-dichloro-imidazole derivative of the formula ##STR1## in which X represents a ##STR2## in which R.sup.1 represents hydrogen, alkyl with 1 to 8 carbon atoms, alkenyl with up to 8 carbon atoms or the formyl group,R.sup.3 represents cycloalkyl with 5 to 7 carbon atoms in the ring which is optionally substituted by alkyl with 1 to 6 carbon atoms or represents phenyl which may optionally carry one or more substituents selected from halogen, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkylmercapto with 1 to 4 carbon atoms and trifluoromethyl, andR represents alkyl with 1 to 12 carbon atoms or alkenyl or alkynyl each with up to 12 carbon atoms, it being possible for each of these alkyl, alkenyl and alkynyl radicals to carry one or more substituents, or represents cycloalkyl with 5 to 7 carbon atoms in the ring or represents a phenyl radical which is at least disubstituted;and the use of such novel 4,5-dichloro-imidazole derivatives as plant growth protection agents especially as a herbicide, plant growth regulant, insecticide or acaricide.

    摘要翻译: 式(I)的4,5-二氯 - 咪唑衍生物,其中X表示其中R 1表示氢,具有1至8个碳原子的烷基,具有至多8个碳原子的烯基或甲酰基 基团,R 3表示环中具有5至7个碳原子的环烷基,其任选被具有1至6个碳原子的烷基取代,或表示可任选地带有一个或多个选自卤素,具有1至4个碳原子的烷基,烷氧基, 具有1至4个碳原子,具有1至4个碳原子的烷基巯基和三氟甲基,R表示具有1至12个碳原子的烷基或各自具有12个碳原子的烯基或炔基,这些烷基,烯基和 炔基可携带一个或多个取代基,或表示环中具有5至7个碳原子的环烷基或代表至少二取代的苯基; 以及这些新型的4,5-二氯 - 咪唑衍生物作为植物生长保护剂,特别是作为除草剂,植物生长调节剂,杀虫剂或杀螨剂的用途。