Production process of gamma-cyhalothrin
    4.
    发明授权
    Production process of gamma-cyhalothrin 有权
    γ-氯氟氰菊酯的生产工艺

    公开(公告)号:US07468453B2

    公开(公告)日:2008-12-23

    申请号:US10539265

    申请日:2003-12-09

    Abstract: A process for the preparation of gamma-cyahlothrin comprising a) chlorinating 1R cis-Z 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl cyclopropanecarboxylic acid to give 1R cis-Z 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl cyclopropanecarboxylic acid chloride; b) esterifying 1R cis-Z 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl cyclopropanecarboxylic acid chloride with 3-phenoxy benzaldehyde in the presence of a source of cyanide to form a diastereoisomeric mixture of cyhalothrin isomers and c) epimerising the diastereoisomeric mixture under conditions in which the least soluble diastereoisomer crystallises from solution.

    Abstract translation: 一种制备γ-氰基丙烯腈的方法,包括a)将1R顺式-Z-(2-氯-3,3,3-三氟-1-丙烯基)-2,2-二甲基环丙烷羧酸氯化,得到1R顺式-Z 3-(2-氯-3,3,3-三氟-1-丙烯基)-2,2-二甲基环丙烷甲酰氯; b)在氰化源存在下,用3-苯氧基苯甲醛酯化1R顺式-Z-(2-氯-3,3,3-三氟-1-丙烯基)-2,2-二甲基环丙烷甲酰氯以形成 三氟氯氰菊酯异构体的非对映异构体混合物和c)在溶液中结晶最小溶解非对映异构体的条件下使非对映异构体混合物差向异构化。

    Chemical process
    5.
    发明授权
    Chemical process 失效
    化学工艺

    公开(公告)号:US06342630B1

    公开(公告)日:2002-01-29

    申请号:US08712536

    申请日:1996-09-11

    CPC classification number: C07C303/44 C07C201/16 C07C311/51 C07C205/59

    Abstract: A process for the purification of a compound of general formula I: wherein: R1 is hydrogen or C1-C6 alkyl, C2-C6 alkenyl or C2-C6 alkynyl (any of which may optionally be substituted with one or more substituents selected from halogen and OH) or COOR4, COR6, CONR4R5 or CONHSO2R4; R4 and R5 are each independently hydrogen or C1-C4 alkyl optionally substituted with one or more halogen atoms; R6 is a halogen atom or a group R4; R2 is hydrogen or halo; R3 is C1-C4 alkyl, C2-C4 alkenyl or C2-C4 alkynyl, any of which may optionally be substituted with one or more halogen atoms, or halo; or, where appropriate, a salt thereof; from a mixture containing the compound of general formula I together with one or more isomers or di-nitrated analogues thereof; the process comprising dissolving the mixture in a suitable crystallisation solvent and recrystallising the product from the resulting crystallisation solution; characterised in that the crystallisation solution contains not more than 25% loading of the compound of general formula I wherein loading is defined as: weight ⁢   ⁢ of ⁢   ⁢ pure ⁢   ⁢ compound ⁢   ⁢ of ⁢   ⁢ formula ⁢   ⁢ I × 100 weight ⁢   ⁢ of ⁢   ⁢ pure ⁢   ⁢ compound ⁢   ⁢ of ⁢   ⁢ formula ⁢   ⁢ I + weight ⁢   ⁢ of ⁢   ⁢ solvent and in that the temperature to which the solution is cooled for crystallisation is not greater than about 30° C.

    Abstract translation: 用于纯化通式I化合物的方法:其中:R 1是氢或C 1 -C 6烷基,C 2 -C 6烯基或C 2 -C 6炔基(其中任何一个可以任选地被一个或多个选自卤素和 OH)或COOR 4,COR 6,CONR 4 R 5或CONHSO 2 R 4; R 4和R 5各自独立地为氢或任选被一个或多个卤素原子取代的C 1 -C 4烷基; R 6为卤素原子或基团R 4; R 2为氢或卤素; R 3为 C 1 -C 4烷基,C 2 -C 4烯基或C 2 -C 4炔基,其中任何一个可任选被一个或多个卤素原子或卤素取代; 或其合适的盐,由含有通式Ⅰ化合物的混合物与一种或多种异构体或其二硝化类似物组成; 该方法包括将混合物溶解在合适的结晶溶剂中并从所得结晶溶液中重结晶产物;其特征在于结晶溶液含有不超过25%的通式I化合物的负载,其中负载定义为: 溶液冷却至结晶的温度不大于约30℃

    Process for preparing gamma-cyhalothrin
    6.
    发明授权
    Process for preparing gamma-cyhalothrin 有权
    制备γ-氯氟氰菊酯的方法

    公开(公告)号:US07507852B2

    公开(公告)日:2009-03-24

    申请号:US10546138

    申请日:2004-02-23

    CPC classification number: C07C253/30 C07C2602/02 C07C255/39

    Abstract: A process for the preparation of gamma-cyhalothrin comprising steps of a) chlorinating 1R cis-Z 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl cyclopropanecarboxylic acid to give 1R cis-Z 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl cyclopropanecarboxylic acid chloride and b) esterifying 1R cis-Z 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl cyclopropanecarboxylic acid chloride with the (S)-cyanohydrin of 3-phenoxy benzaldehyde (III).

    Abstract translation: 一种制备γ-氯氟氰菊酯的方法,包括以下步骤:a)将1R顺式-Z-(2-氯-3,3,3-三氟-1-丙烯基)-2,2-二甲基环丙烷羧酸氯化,得到1R顺式 -Z 3-(2-氯-3,3,3-三氟-1-丙烯基)-2,2-二甲基环丙烷甲酰氯,和b)酯化1R顺式-3,3-(2-氯-3,3,3 - 三氟-1-丙烯基)-2,2-二甲基环丙烷甲酰氯与3-苯氧基苯甲醛(III)的(S) - 氰基氢酯反应。

    Purification process
    7.
    发明授权
    Purification process 失效
    净化过程

    公开(公告)号:US5910604A

    公开(公告)日:1999-06-08

    申请号:US816930

    申请日:1997-03-13

    CPC classification number: C07C303/44 C07C201/16

    Abstract: A process for the purification of a compound of general formula I: ##STR1## wherein R.sup.1 is hydrogen or C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl or C.sub.2 -C.sub.6 alkynyl, any of which may optionally be substituted with one or more substituents selected from halogen and hydroxy; or COOR.sup.4, COR.sup.6, CONR.sup.4 R.sup.5 or CONHSO.sub.2 R.sup.4 ;R.sup.4 and R.sup.5 independently represent hydrogen or C.sub.1 -C.sub.4 alkyl optionally substituted with one or more halogen atoms;R.sup.6 is a halogen atom or a group R.sup.4 ;R.sup.2 is hydrogen or halo; andR.sup.3 is C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl or C.sub.2 -C.sub.4 alkynyl, any of which may optionally be substituted with one or more halogen atoms; or halo; or, where appropriate, a salt thereof;from a mixture containing the compound of general formula I together with one or more isomers or di-nitrated analogs thereof; the process comprising dissolving the mixture in a suitable crystallization solvent and recrystallizing the product from the resulting crystallization solution wherein the crystallization solution contains not more than 25% loading of the compound of general formula I, loading being defined as: ##EQU1## and wherein the temperature to which the solution is cooled for crystallization is not greater than about 30.degree. C.; wherein, after the addition of the crystallizing solvent but before recrystallization, the crystallization solution is subjected to at least one wash with an aqueous solution having an acid pH. The process is particularly useful for purifying acifluorfen produced via a route starting with m-cresol.

    Abstract translation: 一种用于纯化通式I化合物的方法:其中R 1是氢或C 1 -C 6烷基,C 2 -C 6烯基或C 2 -C 6炔基,其中任何一个可任选被一个或多个选自卤素和羟基的取代基取代 ; 或COOR4,COR6,CONR4R5或CONHSO2R4; R4和R5独立地表示氢或任选被一个或多个卤素原子取代的C 1 -C 4烷基; R6是卤素原子或基团R4; R2是氢或卤素; 并且R 3是C 1 -C 4烷基,C 2 -C 4烯基或C 2 -C 4炔基,其中任何一个可任选地被一个或多个卤素原子取代; 或卤素; 或者在适当情况下为其盐; 由含有通式I化合物的混合物与一种或多种异构体或其二硝化类似物一起混合; 该方法包括将混合物溶解在合适的结晶溶剂中并从所得结晶溶液中重结晶产物,其中结晶溶液含有不超过25%的通式I化合物的负载,负载定义为:并且其中温度为 该溶液冷却结晶不超过约30℃。 其中,在加入结晶溶剂之后但重结晶之前,用酸性pH值的水溶液对结晶溶液进行至少一次洗涤。 该方法特别可用于纯化通过以间甲酚开始的途径产生的三氟果霜。

    Process for the preparation of diphenyl ether compounds
    9.
    发明授权
    Process for the preparation of diphenyl ether compounds 失效
    二苯醚化合物的制备方法

    公开(公告)号:US06790991B2

    公开(公告)日:2004-09-14

    申请号:US10168611

    申请日:2002-06-20

    CPC classification number: C07C201/08 C07C303/40 C07C311/51 C07C205/59

    Abstract: A process for producing fomesafen from acifluorfen comprises the steps of (a) converting acifluorfen to its acid chloride, (b) coupling the acid chloride so formed with methanesulphonamide to form crude fomesafen and (c) purifying the crude fomesafen, characterized in that each of the steps is carried out in a single common solvent, which is preferably a chloroalkane. Preferably the steps are telescoped together so that there is no isolation of the product for any step until fomesafen is obtained.

    Abstract translation: 从氟锁草醚生产福莫斯芬的方法包括以下步骤:(a)将氟锁草醚转化为酰氯,(b)将形成的酰氯与甲磺酰胺反应形成粗制甲磺酸盐,(c)纯化粗制物,其特征在于, 该步骤在单一的普通溶剂中进行,其优选为氯代烷烃。 优选地,这些步骤被伸缩在一起,使得在获得fomesafen之前,没有任何步骤的产品被隔离。

    Purification process
    10.
    发明授权
    Purification process 失效
    净化过程

    公开(公告)号:US6072080A

    公开(公告)日:2000-06-06

    申请号:US41858

    申请日:1998-03-12

    CPC classification number: C07C201/16 C07C311/51

    Abstract: A process for the purification of a compound of general formula I: ##STR1## wherein R.sup.1 is hydrogen or C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl or C.sub.2 -C.sub.6 alkynyl, any of which may optionally be substituted with one or more substituents selected from halogen and hydroxy; or COOR.sup.4, COR.sup.6, CONR.sup.4 R.sup.5 or CONHSO.sub.2 R.sup.4 ;R.sup.4 and R.sup.5 independently represent hydrogen or C.sub.1 -C.sub.4 alkyl optionally substituted with one or more halogen atoms;R.sup.6 is a halogen atom or a group R.sup.4 ;R.sup.2 is hydrogen or halo; andR.sup.3 is C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl or C.sub.2 -C.sub.4 alkynyl, any of which may optionally be substituted with one or more halogen atoms; or halo;or, where appropriate, a salt thereof;from a mixture containing the compound of general formula I together with one or more isomers or di-nitrated analogues thereof; the process comprising dissolving the mixture in a suitable crystallisation solvent and recrystallising the product from the resulting crystallisation solution wherein the crystallisation solution contains not more than 25% loading of the compound of general formula I, loading being defined as: ##EQU1## and wherein the temperature to which the solution is cooled for crystallisation is not greater than about 30.degree. C.; wherein, after the addition of the crystallising solvent but before recrystallisation, the crystallisation solution is subjected to at least one wash with an aqueous solution having an acid pH followed by back extraction with fresh crystallising solvent. The process is particularly useful for purifying acifluorfen produced via a route starting with m-cresol.

    Abstract translation: 一种用于纯化通式I化合物的方法:其中R 1是氢或C 1 -C 6烷基,C 2 -C 6烯基或C 2 -C 6炔基,其中任何一个可任选被一个或多个选自卤素和羟基的取代基取代 ; 或COOR4,COR6,CONR4R5或CONHSO2R4; R4和R5独立地表示氢或任选被一个或多个卤素原子取代的C 1 -C 4烷基; R6是卤素原子或基团R4; R2是氢或卤素; 并且R 3是C 1 -C 4烷基,C 2 -C 4烯基或C 2 -C 4炔基,其中任何一个可任选地被一个或多个卤素原子取代; 或卤素; 或者在适当情况下为其盐; 从含有通式I化合物的混合物与一种或多种异构体或其二硝化类似物组合; 该方法包括将该混合物溶解在合适的结晶溶剂中,并从所得结晶溶液中重结晶该产物,其中该结晶溶液含有不超过25%的通式I化合物的负载量,其定义为:并且其中 该溶液冷却结晶不大于约30℃; 其中,在加入结晶溶剂之后但在重结晶之前,将结晶溶液用具有酸性pH的水溶液进行至少一次洗涤,然后用新鲜的结晶溶剂反萃取。 该方法特别可用于纯化通过以间甲酚开始的途径产生的三氟果霜。

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