PROCESS FOR THE PREPARATION OF SUBSTITUTED 5-HYDROXY-OXAZOLIDIN-4-ONE
    1.
    发明申请
    PROCESS FOR THE PREPARATION OF SUBSTITUTED 5-HYDROXY-OXAZOLIDIN-4-ONE 审中-公开
    制备取代的5-羟基 - 恶唑烷-4-酮的方法

    公开(公告)号:WO1996037483A1

    公开(公告)日:1996-11-28

    申请号:PCT/GB1996001149

    申请日:1996-05-13

    Inventor: ZENECA LIMITED

    CPC classification number: C07D263/18 C07D263/28

    Abstract: A process for the synthesis of a compound of general formula (II), wherein: R and R are each independently hydrogen or C1-C4 alkyl; A is an aromatic or heteroaromatic ring system optionally substituted with one or more substituents selected from: halogen or C1-C10 hydrocarbyl, -O(C1-C10 hydrocarbyl), -S(C1-C10 hydrocarbyl), -SO(C1-C10 hydrocarbyl) or -SO2(C1-C10 hydrocarbyl), cyano, nitro, SCN, SiR 3 (where each R is independently C1-C4 alkyl or phenyl), COR , CR NOR , NHOH, ONR R , SF5, COOR , SO2NR R , OR or NR R ; and in which any ring nitrogen atom may be quaternised or oxidised; alternatively, any two substituents of the group A may combine to form a fused 5- or 6-membered saturated or partially saturated carbocyclic or heterocyclic ring in which any carbon or quaternised nitrogen atom may be substituted with any of the groups mentioned above for A or in which a ring carbon atom may be oxidised; R and R are each independently hydrogen or C1-C10 hydrocarbyl; R is hydrogen, C1-C10 hydrocarbyl, SO2(C1-C10 hydrocarbyl), CHO, CO(C1-C10 hydrocarbyl), COO(C1-C10 hydrocarbyl) or CONR R ; R and R are each independently hydrogen, C1-C10 hydrocarbyl, O(C1-C10 hydrocarbyl), SO2(C1-C10 hydrocarbyl), CHO, CO(C1-C10 hydrocarbyl), COO(C1-C10 hydrocarbyl) or CONR R ; any of the hydrocarbyl groups within the group A may optionally be substituted with halogen (i.e. chlorine, bromine, fluorine or iodine), hydroxy, SO2NR R (where R and R are independently H or C1-C6 alkyl), cyano, nitro, amino, mono- and dialkylamino in which the alkyl groups have from 1 to 6 or more carbon atoms, acylamino, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulphinyl, C1-C6 alkylsulphonyl, carboxy, carboxyamide, in which the groups attached to the N atom may be hydrogen or lower hydrocarbyl optionally substituted with halogen; alkoxy carbonyl wherein the alkoxy group may have from 1 to 6 or more carbon atoms, or aryl such as phenyl; the process comprising cyclising a compound of general formula (VII); wherein A, R and R are as defined for general formula (II), R is hydrogen, benzyl or benzyl substituted with up to five substituents selected from halo, C1-C6 alkyl, O(C1-C6 alkyl) or nitro and R is C1-C8 alkyl, benzyl or benzyl substituted with up to five of the substituents mentioned above for R .

    Abstract translation: 一种合成通式(II)化合物的方法,其中:R 2和R 3各自独立地为氢或C 1 -C 4烷基; A是任选被一个或多个选自以下的取代基取代的芳族或杂芳族环系:卤素或C 1 -C 10烃基,-O(C 1 -C 10烃基),-S(C 1 -C 10烃基), - (C 1 -C 10烃基 )或-SO 2(C 1 -C 10烃基),氰基,硝基,SCN,SiR c 3(其中每个R c独立地为C 1 -C 4烷基或苯基),COR 7, 8,NHOH,ONR 7 R 8,SF 5,COOR 7,SO 2 NR 7 R 8,OR 9或NR 10 R 11; 并且其中任何环氮原子可被季铵化或氧化; 可选地,基团A的任何两个取代基可以结合形成稠合的5或6元饱和或部分饱和的碳环或杂环,其中任何碳或季铵化的氮原子可被上述任何A或 其中环碳原子可被氧化; R 7和R 8各自独立地为氢或C 1 -C 10烃基; R 9是氢,C 1 -C 10烃基,SO 2(C 1 -C 10烃基),CHO,CO(C 1 -C 10烃基),COO(C 1 -C 10烃基)或CONR 7 R 8; R 10和R 11各自独立地为氢,C 1 -C 10烃基,O(C 1 -C 10烃基),SO 2(C 1 -C 10烃基),CHO,CO(C 1 -C 10烃基) 烃基)或CONR 7 R 8; 基团A中的任何烃基可以任选地被卤素(即氯,溴,氟或碘),羟基,SO 2 NR a R b(其中R a和R b独立地是H 或C 1 -C 6烷基),氰基,硝基,氨基,一烷基氨基和二烷基氨基,其中烷基具有1至6个或更多个碳原子,酰基氨基,C 1 -C 6烷氧基,C 1 -C 6卤代烷氧基,C 1 -C 6烷硫基,C 1 -C 6烷基亚磺酰基,C 1 -C 6烷基磺酰基,羧基,羧酰胺,其中与N原子连接的基团可以是氢或任选被卤素取代的低级烃基; 烷氧基羰基,其中烷氧基可以具有1至6个或更多个碳原子,或芳基如苯基; 该方法包括环化通式(VII)的化合物; 其中A,R 2和R 3如通式(II)所定义,R 20是氢,被至多5个选自卤素,C 1 -C 6烷基,O(C 1 -C 6) -C 1-6烷基)或硝基,R 21是C 1 -C 8烷基,被至多五个上述R 20取代基取代的苄基或苄基。

    SUBSTITUTED PYRROLIDONE, THIAZOLIDONES OR OXAZOLIDONES AS HERBICIDES
    2.
    发明申请
    SUBSTITUTED PYRROLIDONE, THIAZOLIDONES OR OXAZOLIDONES AS HERBICIDES 审中-公开
    取代的吡咯烷酮,噻唑烷酮或氧杂环己酮作为除草剂

    公开(公告)号:WO1995033719A1

    公开(公告)日:1995-12-14

    申请号:PCT/GB1995001224

    申请日:1995-05-26

    Inventor: ZENECA LIMITED

    Abstract: Compounds of general formula (I), wherein X is O, S or CR R ; each R and R is, independently, hydrogen or C1-C4 alkyl; Z is O, S or NR ; n is 0 or 1; Y is O, S, NR or CR R ; R is H, OH, CHO, NR R or C1-C10 hydrocarbyl, 0-(C1-C10 hydrocarbyl), either of which may be substituted with one orm ore substituents chosen from OR , COR , COOR , OCOR , CN, halogen, S(O)pR , NR R , NO2, NR COR , NR CONR R , CONR R or heterocyclyl; R , R and R are each, independently, hydrogen, C1-C6 hydrocarbyl or C1-C6 halohydrocarbyl; p is 0, 1 or 2; alternatively: when Y is NR or CR R , and: a) Z is NR ; or b) n is 0; the substituents of Y and Z or Y and R may together form a bridge represented by the formula -Q -Q - or -Q -Q -Q -, where Q , Q and Q each independently represent CR R , =CR , CO, NR , =N, O or S; each or R and R independently represents hydrogen, C1-C4 alkyl, OH or halogen; R represents hydrogen or C1-C4 alkyl; W is O or S; R is hydrogen or C1-C10 hydrocarbyl or heterocyclyl having 3 to 8 ring atoms; R and R are each independently hydrogen or C1-C4 alkyl; A is an aromatic or heteroaromatic ring system optionally substituted alternatively, two or more substituents of the group A may combine to form a fused 5- or 6-membered saturated or partially saturated carbocyclic or heterocyclic ring in which any carbon or quaternised nitrogen atom may be substituted with any of the groups mentioned above for A or in which a ring carbon atom may be part of a carbonyl group or a nitrogen atom may be oxidised.

    Abstract translation: 通式(I)的化合物,其中X是O,S或CR 4 R 5; 每个R 4和R 5独立地是氢或C 1 -C 4烷基; Z是O,S或NR 4; n为0或1; Y是O,S,NR 6或CR 4 R 5; R 6是H,OH,CHO,NR 16 R 17或C 1 -C 10烃基,O-(C 1 -C 10烃基),其中任一个可以被一个选自OR 16的取代基取代 ,COR 16,OCOR 16,CN,卤素,S(O)p R 16,NR 16 R 17,NO 2,NR 16 COR 17, NR 16 CONR 17 R 18,CONR 16 R 17或杂环基; R 16,R 17和R 18各自独立地为氢,C 1 -C 6烃基或C 1 -C 6卤代烃基; p为0,1或2; 或者:当Y是NR 6或CR 4 R 5时,和:a)Z是NR 4; 或b)n为0; Y和Z或Y和R 1的取代基可以一起形成由式-Q 1 -Q 2 - 或-Q 1 -Q 2 -Q 3 - 其中Q 1,Q 2和Q 3各自独立地表示CR 12 R 13,= CR 12,CO,NR 14,= N,O或S; 每个或R 12和R 13独立地表示氢,C 1 -C 4烷基,OH或卤素; R 14表示氢或C 1 -C 4烷基; W为O或S; R 1是氢或C 1 -C 10烃基或具有3至8个环原子的杂环基; R 2和R 3各自独立地为氢或C 1 -C 4烷基; A是任选地任选取代的芳族或杂芳族环系统,组A中的两个或多个取代基可以结合形成稠合的5或6元饱和或部分饱和的碳环或杂环,其中任何碳或季铵化氮原子可以是 被上述任何A取代或环碳原子可以是羰基或氮原子的一部分被氧化。

    4-METHYLENEPROLINE DERIVATIVES AS FUNGICIDES
    3.
    发明申请
    4-METHYLENEPROLINE DERIVATIVES AS FUNGICIDES 审中-公开
    4-甲基吡咯烷酮衍生物作为防腐剂

    公开(公告)号:WO1995004718A1

    公开(公告)日:1995-02-16

    申请号:PCT/GB1994001497

    申请日:1994-07-11

    Inventor: ZENECA LIMITED

    Abstract: A fungicidal composition comprising a fungicidally effective amount of a compound of formula (I), wherein R is OH, optionally substituted alkoxy, optionally substituted phenoxy, optionally substituted phenylalkoxy, alkenyloxy, NR R (wherein R and R are, independently, hydrogen, optionally substituted alkyl, optionally substituted phenyl or optionally substituted phenylalkyl) or a nitrogen atom which is included in a peptide residue; or a salt thereof, and a fungicidally acceptable carrier or diluent therefor.

    Abstract translation: 一种杀真菌组合物,其包含杀真菌有效量的式(I)化合物,其中R是OH,任选取代的烷氧基,任选取代的苯氧基,任选取代的苯基烷氧基,烯氧基,NR 5 R 6(其中R 5) 和R 6独立地是氢,任选取代的烷基,任选取代的苯基或任选取代的苯基烷基)或包含在肽残基中的氮原子; 或其盐,以及杀真菌可接受的载体或稀释剂。

    PROCESS FOR THE PRODUCTION OF 5-HYDROXYOXAZOLIDINONES
    4.
    发明申请
    PROCESS FOR THE PRODUCTION OF 5-HYDROXYOXAZOLIDINONES 审中-公开
    生产5-羟基恶唑啉酮的方法

    公开(公告)号:WO1997028138A1

    公开(公告)日:1997-08-07

    申请号:PCT/GB1997000130

    申请日:1997-01-17

    Inventor: ZENECA LIMITED

    CPC classification number: C07D277/14 C07D263/18

    Abstract: The present invention relates to a process for the production of a hydroxyoxazolidinone of formula (I) wherein A represents optionally substituted phenyl; which process comprises the step of treating a hydroxythiazolidinone of formula (II) in which A is as defined for formula (I); with an oxidising agent. The compounds of formula (I) may be used as intermediates in the synthesis of herbicidally active compounds.

    Abstract translation: 本发明涉及制备式(I)的羟基恶唑烷酮的方法,其中A表示任意取代的苯基; 该方法包括处理其中A如式(I)所定义的式(II)的羟基噻唑烷酮的步骤; 与氧化剂。 式(I)化合物可用作合成除草活性化合物的中间体。

    PROCESS FOR THE PREPARATION OF (THIO-)CARBONIC/CARBAMIC ACID 2-PYRROLIDONYL-3-ESTERS, THIO ESTERS AND AMIDES
    5.
    发明申请
    PROCESS FOR THE PREPARATION OF (THIO-)CARBONIC/CARBAMIC ACID 2-PYRROLIDONYL-3-ESTERS, THIO ESTERS AND AMIDES 审中-公开
    制备(硫代)碳酸/碳酸2-吡咯烷酮-3-酯,硫酸铵和氨基酸的方法

    公开(公告)号:WO1996037466A1

    公开(公告)日:1996-11-28

    申请号:PCT/GB1996001150

    申请日:1996-05-13

    Inventor: ZENECA LIMITED

    CPC classification number: C07D207/273

    Abstract: A process for the preparation of a compound of general formula (II) wherein R is hydrogen or C1-C10 hydrocarbyl or heterocyclyl having 3 to 8 ring atoms, either of which may optionally be substituted with halogen (i.e. chlorine, bromine, fluorine or iodine), hydroxy, SO2NR R (where R and R are independently H or C1-C6 alkyl), SiR 3 (where each R is independently C1-C4 alkyl or phenyl), cyano, nitro, amino, mono- and dialkylamino in which the alkyl groups have from 1 to 6 or more carbon atoms, acylamino, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulphinyl, C1-C6 alkylsulphonyl, carboxy, carboxyamide, in which the groups attached to the N atom may be hydrogen or optionally substituted lower hydrocarbyl; alkoxy carbonyl wherein the alkoxy group may have from 1 to 6 or more carbon atoms, or aryl such as phenyl; each R , R , R and R is independently hydrogen or C1-C4 alkyl; A is an aromatic or heteroaromatic ring system optionally substituted with one or more substituents selected from: halogen or C1-C10 hydrocarbyl, -O(C1-C10 hydrocarbyl), -S(C1-C10 hydrocarbyl), -SO(C1-C10 hydrocarbyl) or -SO2(C1-C10 hydrocarbyl), cyano, nitro, SCN, SiR 3 (where each R is independently C1-C4 alkyl or phenyl), COR , CR NOR , NHOH, ONR R , SF5, COOR , SO2NR R , OR or NR R ; and in which any ring nitrogen atom may be quaternised or oxidised; alternatively, any two substituents of the group A may combine to form a fused 5- or 6-membered saturated or partially saturated carbocyclic or heterocyclic ring in which any carbon or quaternised nitrogen atom may be substituted with any of the groups mentioned above for A or in which a ring carbon atom may be oxidised; R and R are each independently hydrogen or C1-C10 hydrocarbyl; R is hydrogen, C1-C10 hydrocarbyl, SO2(C1-C10 hydrocarbyl), CHO, CO(C1-C10 hydrocarbyl), COO(C1-C10 hydrocarbyl) or CONR R ; R and R are each independently hydrogen, C1-C10 hydrocarbyl, O(C1-C10 hydrocarbyl), SO2(C1-C10 hydrocarbyl), CHO, CO(C1-C10 hydrocarbyl), COO(C1-C10 hydrocarbyl) or CONR R ; any of the hydrocarbyl groups within the group A may optionally be substituted with halogen (i.e. chlorine, bromine, fluorine or iodine), hydroxy, SO2NR R (where R and R are independently H or C1-C6 alkyl), cyano, nitro, amino, mono- and dialkylamino in which the alkyl groups have from 1 to 6 or more carbon atoms, acylamino, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulphinyl, C1-C6 alkylsulphonyl, carboxy, carboxyamide, in which the groups attached to the N atom may be hydrogen or lower hydrocarbyl optionally substituted with halogen; alkoxy carbonyl wherein the alkoxy group may have from 1 to 6 or more carbon atoms, or aryl such as phenyl; R is hydrogen, halogen OH3 or OCONHR , wherein R is as defined above; the process comprising cyclising a compound of general formula (III), wherein A, R , R , R , R and R are as defined in general formula (II) and R is a leaving group such as a halogen atom; under basic conditions.

    Abstract translation: 制备通式(II)的化合物的方法,其中R 1是氢或具有3至8个环原子的C 1 -C 10烃基或杂环基,其任一个可以任选地被卤素(即氯,溴, 氟或碘),羟基,SO 2 NR a R b(其中R a和R b独立地为H或C 1 -C 6烷基),SiR c 3(其中每个R c独立地为 C 1 -C 6烷基或苯基),氰基,硝基,氨基,一烷基氨基和二烷基氨基,其中烷基具有1至6个或更多个碳原子,酰基氨基,C 1 -C 6烷氧基,C 1 -C 6卤代烷氧基,C 1 -C 6烷硫基, C 1 -C 6烷基亚磺酰基,C 1 -C 6烷基磺酰基,羧基,羧酰胺,其中与N原子连接的基团可以是氢或任选取代的低级烃基; 烷氧基羰基,其中烷氧基可以具有1至6个或更多个碳原子,或芳基如苯基; 每个R 2,R 3,R 4和R 5独立地是氢或C 1 -C 4烷基; A是任选被一个或多个选自以下的取代基取代的芳族或杂芳族环系:卤素或C 1 -C 10烃基,-O(C 1 -C 10烃基),-S(C 1 -C 10烃基), - (C 1 -C 10烃基) )或-SO 2(C 1 -C 10烃基),氰基,硝基,SCN,SiR c 3(其中每个R c独立地为C 1 -C 4烷基或苯基),COR 7, 8,NHOH,ONR 7 R 8,SF 5,COOR 7,SO 2 NR 7 R 8,OR 9或NR 10 R 11; 并且其中任何环氮原子可被季铵化或氧化; 基团A的任何两个取代基可以组合形成稠合的5-或6-元饱和或部分饱和的碳环或杂环,其中任何碳或季铵化的氮原子可以被上述任何A或 其中环碳原子可被氧化; R 7和R 8各自独立地为氢或C 1 -C 10烃基; R 9是氢,C 1 -C 10烃基,SO 2(C 1 -C 10烃基),CHO,CO(C 1 -C 10烃基),COO(C 1 -C 10烃基)或CONR 7 R 8; R 10和R 11各自独立地为氢,C 1 -C 10烃基,O(C 1 -C 10烃基),SO 2(C 1 -C 10烃基),CHO,CO(C 1 -C 10烃基),COO 烃基)或CONR 7 R 8; 基团A中的任何烃基可以任选地被卤素(即氯,溴,氟或碘),羟基,SO 2 NR a R b(其中R a和R b独立地是H 或C 1 -C 6烷基),氰基,硝基,氨基,一烷基氨基和二烷基氨基,其中烷基具有1至6个或更多个碳原子,酰基氨基,C 1 -C 6烷氧基,C 1 -C 6卤代烷氧基,C 1 -C 6烷硫基,C 1 -C 6烷基亚磺酰基,C 1 -C 6烷基磺酰基,羧基,羧酰胺,其中与N原子连接的基团可以是氢或任选被卤素取代的低级烃基; 烷氧基羰基,其中烷氧基可以具有1至6个或更多个碳原子,或芳基如苯基; R 21是氢,卤素OH 3或OCONHR 1,其中R 1如上定义; 该方法包括使通式(III)的化合物环化,其中A,R 2,R 3,R 4,R 5和R 21如通式(II)中所定义,和 R 25为离去基团,例如卤素原子; 在基本条件下

    HERBICIDES
    6.
    发明申请
    HERBICIDES 审中-公开
    除草剂

    公开(公告)号:WO1994013652A1

    公开(公告)日:1994-06-23

    申请号:PCT/GB1993002350

    申请日:1993-11-16

    Inventor: ZENECA LIMITED

    Abstract: A compound of formula (I), where E is oxygen or sulphur; A is CR or N where R is hydrogen or hydrocarbyl; D completes a 5 or 6-membered non-aromatic heterocyclic ring which optionally contains additional heteroatoms selected from oxygen nitrogen or sulphur and which is optionally substituted by an optionally substituted lower hydrocarbyl group, or an optionally substituted heteroaryl group; R and R are each independently hydrogen, optionally substituted lower hydrocarbyl, or optionally substituted heteroaryl, or R and R together with the nitrogen atom to which they are attached, form a heterocyclic ring; Z represents halogen, optionally substituted lower hydrocarbyl, optionally substituted lower hydrocarbyloxy, optionally substituted lower hydrocarbylthio, hydrocarbylsulphinyl, or hydrocarbylsulphonyl, cyano, nitro, CHO, NHOH, ONR7'R7'', SF5, CO (optionally substituted lower hydrocarbyl), acylamino, COOR , SO2NR R , CONR R , OR or NR R where R , R , R , R , R , R and R are independently H or lower hydrocarbyl; R is hydrogen, SO2 lower hydrocarbyl or COR ; R and R are independently lower hydrocarbyl, lower hydrocarbyloxy or a group R ; R is OR , NR R , hydrogen or lower hydrocarbyl; R is lower hydrocarbyl, R and R are independently hydrogen or lower hydrocarbyl provided that when there are two or more substituents Z, they may be the same or different; and m is 0 or an integer from 1 to 5.

    Abstract translation: 式(I)化合物,其中E为氧或硫; A是CR 3或N,其中R 3是氢或烃基; D完成5或6元非芳族杂环,其任选地含有选自氧氮或硫的另外的杂原子,其任选被任选取代的低级烃基或任选取代的杂芳基取代; R 1和R 2各自独立地为氢,任选取代的低级烃基或任选取代的杂芳基,或R 1和R 2与它们所连接的氮原子一起形成杂环; Z表示卤素,任选取代的低级烃基,任选取代的低级烃氧基,任选取代的低级烃基硫代,烃基亚磺酰基或烃基磺酰基,氰基,硝基,CHO,NHOH,ONR7'R7“,SF5,CO(任选取代的低级烃基) COOR 7,SO 2 NR 8 R 9,CONR 10 R 11,OR 12或NR 13 R 14,其中R 7,R 7',R“ R“,R 9,R 10和R 11独立地为H或低级烃基; R 12是氢,SO 2低级烃基或COR 15; R 13和R 14独立地为低级烃基,低级烃氧基或R 12基团; R 15是OR 16,NR 17 R 18,氢或低级烃基; R 16是低级烃基,R 17和R 18独立地是氢或低级烃基,条件是当有两个或更多个取代基Z时,它们可以相同或不同; m为0或1〜5的整数。

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