Thiazole compounds
    61.
    发明授权
    Thiazole compounds 失效
    噻唑化合物

    公开(公告)号:US06211381B1

    公开(公告)日:2001-04-03

    申请号:US09077569

    申请日:1998-06-01

    IPC分类号: C07D27732

    摘要: The invention relates to a process for preparing a compound of formula (I), in which X is CH or N, Y is NO2 or CN, Z is CHR3, O, NR3 or S, R1 and R2 are either each, independently of the other, hydrogen or unsubstituted or R4-substituted alkyl or together a two- or three-membered alkylene bridge or a two- or three-membered alkylene bridge in which one member is replaced by a hetero member selected from the group, consisting of NR5, O and S, R3 is H or unsubstituted or R4-substituted alkyl, R4 is an unsubstituted or substituted aryl or heteroaryl group, and R5 is H or alkyl, which comprises a) reacting a compound of formula (II) with a chlorinating agent or b1) initially reacting a compound of formula (IV) with a compound of formula (V) and b2) further reacting the compound of formula (II) obtainable thereby, with or without intermediate isolation, with a chlorinating agent, to intermediates used in this process, to the use of these intermediates and to a process for the preparation of these intermediates.

    摘要翻译: 本发明涉及制备式(I)化合物的方法,其中X是CH或N,Y是NO 2或CN,Z是CHR 3,O,NR 3或S,R 1和R 2各自独立地是 另一个,氢或未取代的或R4取代的烷基或二元或三元亚烷基桥或二元或三元亚烷基桥,其中一个成员被选自NR5, O和S,R 3是H或未取代的或R 4取代的烷基,R 4是未取代或取代的芳基或杂芳基,R 5是H或烷基,其包括a)使式(II)化合物与氯化剂或 b1)最初使式(Ⅳ)化合物与式(Ⅴ)化合物反应,和b2)使可得到的式(Ⅱ)化合物进一步与中间体分离与氯化剂反应,得到本发明的中间体 过程,使用这些中间体和制备过程 这些中间体。

    Process for the preparation of
6-alkyl-4-(pyridin-3-yl-methyleneamino)-4,5-dihydro-1,2,4-triazin-3(2H)-
one
    63.
    发明授权
    Process for the preparation of 6-alkyl-4-(pyridin-3-yl-methyleneamino)-4,5-dihydro-1,2,4-triazin-3(2H)- one 失效
    制备6-烷基-4-(吡啶-3-基 - 亚甲基氨基)-4,5-二氢-1,2,4-三嗪-3(2H) - 酮的方法

    公开(公告)号:US5606057A

    公开(公告)日:1997-02-25

    申请号:US194183

    申请日:1994-02-09

    CPC分类号: C07D401/12

    摘要: A process for the preparation of 6-alkyl-4-(pyridin-3-yl-methyleneamino)-4,5-dihydro-1,2,4-triazin-3(2H)-one by the reaction of 4-amino-6-alkyl-3-oxo-2,3,4,5-tetrahydro-1,2,4-triazine with 3-cyanopyridine wherein the reaction is carried out under catalytic hydrogenation conditions in the presence of a Raney-nickel catalyst in an aqueous alcoholic medium, at a temperature between 0.degree. and 70.degree. C., at a pH of between 2 and 7, and in the presence of and a C.sub.1 -C.sub.6 -carboxylic acid or a C.sub.1 -C.sub.6 -carboxylic acid alkali metal salt or both, whereby the hydrogen pressure is between 0.1 and 10 bar.

    摘要翻译: 6-氨基-4-(吡啶-3-基 - 亚甲基氨基)-4,5-二氢-1,2,4-三嗪-3(2H) - 酮的制备方法, 6-烷基-3-氧代-2,3,4,5-四氢-1,2,4-三嗪与3-氰基吡啶反应,其中反应在催化氢化条件下在阮内镍催化剂存在下进行 水溶性醇介质,温度在0℃至70℃之间,pH为2-7,在C 1 -C 6羧酸或C 1 -C 6羧酸碱金属盐存在下,或 两者,由此氢压力在0.1和10巴之间。

    Process for the preparation of 2-(2-halogenoethylthio)-phenylsulfonamides
    64.
    发明授权
    Process for the preparation of 2-(2-halogenoethylthio)-phenylsulfonamides 失效
    制备2-(2-甲基乙酰氧基)苯基磺酰胺的方法

    公开(公告)号:US5166430A

    公开(公告)日:1992-11-24

    申请号:US585743

    申请日:1990-09-20

    CPC分类号: C07D521/00 C07C323/67

    摘要: A 2-(2-halogenoethylthio)-phenylsulfonamide of the formula I ##STR1## in which Z.sub.1 and Z.sub.2 independently of one another are hydrogen, fluorine or chlorine, is prepared by a process wherein:a) a 2-halogenophenylsulfonamide of the formula II ##STR2## in which X is fluorine, chlorine or bromine, is converted, in the presence of a base, together with a mercaptan of the formula IIIR-SH (III) in which R is C.sub.1 -C.sub.6 alkyl or C.sub.1 -C.sub.6 alkyl substituted by phenyl, into a 2-sulfenylphenylsulfonamide,b) this compound is oxidized to give the 2-sulfinylphenylsulfonamide,c) the resulting 2-sulfinylphenylsulfonamide is converted, in the presence of an acid, into the disulfide of the formula VI ##STR3## d) the disulfide of the formula VI is reduced to the 2-mercaptophenylsulfonamide,e) this compound is then converted, by means of a trialkylamine of the formula X(R.sub.1).sub.3 N (X) in which R.sub.1 is C.sub.1 -C.sub.4 alkyl, into the 2-mercaptophenylsulfonamide trialkylamine salt, andf) this compound is then reacted with a halogenofluoroethane of the formula IXY-CH.sub.2 CFZ.sub.1 Z.sub.2 (IX) in which Y is chlorine or bromine and Z.sub.1 and Z.sub.2 independently of one another are hydrogen, fluorine or chlorine.

    摘要翻译: 其中Z 1和Z 2彼此独立地为氢,氟或氯的式I(I)的2-(2-卤代乙硫基) - 苯基磺酰胺是通过以下方法制备的,其中:a)将2-卤代苯基磺酰胺 其中X是氟,氯或溴的式II(II)在碱的存在下与式III的硫醇R-SH(III)一起转化,其中R是C 1 -C 6烷基 或被苯基取代的C1-C6烷基取代成2-亚磺酰基苯基磺酰胺,b)将该化合物氧化得到2-亚磺酰基苯基磺酰胺,c)将所得的2-亚磺酰基苯基磺酰胺在酸存在下转化成式 (VI)d)将式VI的二硫化物还原成2-巯基苯基磺酰胺,e)然后通过式X(R1)3N(X)的三烷基胺将该化合物转化为其中R1 是C 1 -C 4烷基,进入2-巯基苯基磺酰胺三烷基胺盐,f)然后使该化合物反应 其中Y为氯或溴,Z 1和Z 2彼此独立地为氢,氟或氯,式IXY-CH2CFZ1Z2(IX)的卤代氟代乙烷。

    Thiazolylalkyl esters of .alpha.-imidazolinonenicotinic acids and
herbicidal methods of use
    67.
    发明授权
    Thiazolylalkyl esters of .alpha.-imidazolinonenicotinic acids and herbicidal methods of use 失效
    α-咪唑啉酮烟酸的噻唑基烷基酯和除草方法

    公开(公告)号:US4851029A

    公开(公告)日:1989-07-25

    申请号:US897249

    申请日:1986-08-18

    摘要: Novel thiazolylalkyl and thienylalkyl esters of .alpha.-imidazolinone-nicotinic and .alpha.-imidazolinonebenzoic acids of formula I below have good selective herbicidal properties pre- and postemergence and also influence or inhibit plant growth.The Novel esters have the formula I ##STR1## wherein A is a stright chain or branched C.sub.1 -C.sub.6 alkylene bridge,Q and Q.sub.1 are each independently of the other nitrogen or the methine group,R.sub.1 and R.sub.2 are each independently of the other hydrogen or C.sub.1 -C.sub.4 alkyl, andX and Y are each independently of the other hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.3 -C.sub.4 alkenyl, C.sub.1 -C.sub.4 haloalkyl or halogen, or together they are the butadiene radical. ,

    摘要翻译: 式I的α-咪唑啉酮 - 烟碱和α-咪唑啉酮苯甲酸的新型噻唑基烷基和噻吩基烷基酯在芽前和芽后具有良好的选择性除草性质,并且还影响或抑制植物生长。 新型酯具有式I(I)其中A是支链或支链C1-C6亚烷基桥,Q和Q1各自独立于其他氮或次甲基,R1和R2各自独立地为另一个 氢或C 1 -C 4烷基,X和Y各自独立地为氢,C 1 -C 4烷基,C 1 -C 4烷氧基,C 3 -C 4烯基,C 1 -C 4卤代烷基或卤素,或者它们一起是丁二烯基。

    N-(Cyclopropyl-triazinyl-n'-(arylsulfonyl) ureas having herbicidal
activity

    公开(公告)号:US4515626A

    公开(公告)日:1985-05-07

    申请号:US535527

    申请日:1983-09-26

    申请人: Henry Szczepanski

    发明人: Henry Szczepanski

    摘要: N-(Cyclopropyl-triazinyl- and -pyrimidinyl)-N'-arylsulfonyl ureas of the formula ##STR1## wherein Ar is a phenyl group ##STR2## or a naphthyl group ##STR3## and Q is a group X-A or R.sub.3,A is a C.sub.3 -C.sub.6 -alkynyl group, a C.sub.1 -C.sub.6 -alkyl group which is unsubstituted or substituted by halogen, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkylsulfinyl, C.sub.1 -C.sub.4 -alkylsulfonyl, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -haloalkylthio, C.sub.1 -C.sub.4 -haloalkylsulfinyl or C.sub.1 -C.sub.4 -haloalkylsulfonyl, or a C.sub.2 -C.sub.6 -alkenyl group which is unsubstituted or substituted by the groups given in the foregoing for C.sub.1 -C.sub.6 -alkyl, or A is a phenyl or benzyl group,E is the methine group or nitrogen,X is oxygen, sulfur, or a sulfinyl or sulfonyl bridge,Z is oxygen or sulfur,R.sub.1 is hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy,R.sub.2 is halogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -haloalkyl, C.sub.1 -C.sub.3 -alkoxy, C.sub.1 -C.sub.3 -haloalkoxy, amino, C.sub.1 -C.sub.3 -alkylamino, di-(C.sub.1 -C.sub.3 -alkyl)amino, C.sub.3 -C.sub.6 -cycloalkyl or C.sub.2 -C.sub.6 -alkoxyalkyl,R.sub.3 is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl, C.sub.1 -C.sub.4 -haloalkyl, or a group --X-R.sub.6, --COZR.sub.11, --NO.sub.2 or --CO-NR.sub.8 R.sub.9, --CN, --COR.sub.10, --NR.sub.1 R.sub.7 or --NR.sub.1 -COR.sub.12,R.sub.4 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -haloalkoxy, halogen, or alkoxyalkyl having at most 4 carbon atoms,R.sub.5 is the same as R.sub.3 but independent thereof,R.sub.6 and R.sub.7 are each C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.2 -C.sub.6 -alkynyl,R.sub.8 and R.sub.9 independently of one another are each hydrogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.2 -C.sub.6 -alkynyl,R.sub.10 is hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.3 -haloalkyl,R.sub.11 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.3 -haloalkyl, C.sub.3 -C.sub.5 -alkenyl, C.sub.3 -C.sub.5 -alkynyl, phenyl or benzyl, andR.sub.12 is the same as R.sub.1 but independent thereof, and the salts of these compounds with amines, alkali metal bases or alkaline-earth metal bases or with quaternary ammonium bases, have good pre- and post-emergence-selective herbicidal and plant-growth-regulating properties.