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    • 3. 发明授权
    • 1,2,3-thiadiazol-3-in-5-ylidene-urea derivatives, methods for the
production of these compounds as well as compositions containing the
same and having growth-regulatory and defoliating activity
    • 1,2,3-噻二唑-3-基-5-亚基 - 脲衍生物,制备这些化合物的方法以及含有它们的组合物,并具有生长调节和脱叶活性
    • US4591376A
    • 1986-05-27
    • US612444
    • 1984-05-21
    • Hansjorg KrahmerReinhart RuschHans-Rudolf KrugerVolkert Sjut
    • Hansjorg KrahmerReinhart RuschHans-Rudolf KrugerVolkert Sjut
    • A01N25/30A01N47/36A01P15/00C07D285/06
    • A01N47/36C07D285/06
    • New 1,2,3-thiadiazol-3-in-5-yliden-urea derivatives are disclosed of the general formula ##STR1## in which R.sub.1 is hydrogen or an, if necessary, interrupted one or more times oxygen or sulfur atom, C.sub.1 -C.sub.4 -alkyl group,R.sub.2 is an, if necessary interrupted one or more times by oxygen or sulfur atoms C.sub.1 -C.sub.4 -alkyl group, an, if necessary, substituted one or more times by alkyl C.sub.3 -C.sub.8 cycloalkyl group, an, if necessary, substituted one or more times by alkyl and/or halogen and/or alkylthio and/or alkoxy and/or trifluoromethyl and/or nitro aromatic hydrocarbon group or an, if necessary, substituted heterocyclic, at least one N-atom-containing, hydrocarbon group or R.sub.1 and R.sub.2 together with the N-atom are morpholino-, piperidino- or pyrolidino,R.sub.3 is an, if necessary, substituted C.sub.1 -C.sub.10 -alkyl group, a C.sub.2 -C.sub.6 -alkenyl, or C.sub.3 -C.sub.6 -alkenyl group, or an, if necessary, substituted aryl-C.sub.1 -C.sub.2 -alkyl group andX is an oxygen or a sulfur atom, as well as its acid addition salt with inorganic and organic acid. Also disclosed are processes for the production of these compounds and compositions containing the same and having growth-regulatory and defoliating activity.
    • 公开了通式为“IMAGE”的新的1,2,3-噻二唑-3-基-5-亚基 - 脲衍生物,其中R 1是氢或如果需要,中断一个或多个氧或硫原子,C 1 -C 1-4 - 烷基,如果需要,由氧或硫原子C 1 -C 4 - 烷基中间一次或多次,如果需要,烷基C 3 -C 8环烷基取代一次或多次,如果 必要时,通过烷基和/或卤素和/或烷硫基和/或烷氧基和/或三氟甲基和/或硝基芳族烃基或必要时被取代的杂环取代一次或多次,至少一个含有N原子的, 烃基或R 1和R 2与N-原子一起是吗啉代 - ,哌啶子基或吡咯烷基,如果需要,R 3是取代的C 1 -C 10 - 烷基,C 2 -C 6 - 烯基或C 3 -C 6 - 烯基 ,或必要时,取代的芳基-C 1 -C 2 - 烷基,X是氧或硫原子,以及其与无机和有机酸的酸加成盐。 还公开了用于生产这些化合物和含有它们的组合物的方法,并且具有生长调节和脱叶活性。
    • 6. 发明授权
    • 1,2,3-Thiadiazole-5-yl-urea derivatives, agents containing these
compounds with plant growth regulating and defoliating activity
    • 1,2,3-噻二唑-5-基 - 脲衍生物,含有具有植物生长调节和脱叶活性的这些化合物的试剂
    • US4515619A
    • 1985-05-07
    • US424990
    • 1982-09-27
    • Hans-Rudolf KrugerFriedrich ArndtReinhard Rusch
    • Hans-Rudolf KrugerFriedrich ArndtReinhard Rusch
    • A01N43/828A01N47/36C07D285/06A01N43/82
    • C07D285/06A01N47/36
    • New 1,2,3-thiadiazole-5-yl-urea derivatives as plant growth regulating agents are provided, including processes for producing and using these compounds. The new 1,2,3-thiadiazole-5-yl-urea derivatives have the formula ##STR1## in which R.sub.1 is an aromatic hydrocarbon group which may be substituted with one or more members of the group consisting of C.sub.1 -C.sub.6 -alkyl, halogen, C.sub.1 -C.sub.6 -alkoxy, nitro and trifluoromethyl and R.sub.2 is hydrogen, a monovalent metal or its metal equivalent, a substituted or unsubstituted C.sub.1 -C.sub.6 -alkyl, a C.sub.3 -C.sub.6 -alkenyl or alkinyl, a substituted or unsubstituted aryl- C.sub.1 -C.sub.2 -alkyl or the group aryl-C.sub.1 -C.sub.2 -alkyl ##STR2## wherein R.sub.3 is hydrogen, a substituted or unsubstituted C.sub.1 -C.sub.10 -alkyl, C.sub.2 -C.sub.6 -alkenyl, a C.sub.2 -C.sub.6 -alkenyl, an aryl-C.sub.1 -C.sub.2 -alkyl, a C.sub.3 -C.sub.8 -cycloaliphatic hydrocarbon group which may be substituted with one or more C.sub.1 -C.sub.6 -alkyl substituents, an aromatic hydrocarbon group which may be substituted with at least one of C.sub.1 -C.sub.6 -alkyl, halogen, C.sub.1 -C.sub.6 -alkoxy, nitro and trifluoromethyl, a substituted or unsubstituted heterocyclic hydrocarbon, C.sub.1 -C.sub.6 -alkoxy, C.sub.3 -C.sub.6 -alkenyl-or alkinyloxy, a substituted or unsubstituted aryloxy, and C.sub.1 -C.sub.4 -alkylthio or an arylthio or an amino group ##STR3## wherein R.sub.4 and R.sub.5 are each the same or different and are selected from the group consisting of hydrogen, C.sub.1 -C.sub.6 -alkyl, aryl or aryl substituted with one or more of the members selected from the group consisting of C.sub.1 -C.sub.6 -alkyl, halogen, C.sub.1 -C.sub.6 -alkoxy, nitro and trifluoromethyl.
    • 提供新的1,2,3-噻二唑-5-基脲衍生物作为植物生长调节剂,包括生产和使用这些化合物的方法。 新的1,2,3-噻二唑-5-基 - 脲衍生物具有式I的化合物,其中R 1是可以被一个或多个由以下基团取代的芳族烃基:C1-C6烷基 卤素,C 1 -C 6 - 烷氧基,硝基和三氟甲基,R 2是氢,一价金属或其金属当量,取代或未取代的C 1 -C 6 - 烷基,C 3 -C 6 - 烯基或炔基,取代或未取代的芳基 - C 1 -C 2烷基或芳基-C 1 -C 2烷基,其中R 3是氢,取代或未取代的C 1 -C 10 - 烷基,C 2 -C 6 - 烯基,C 2 -C 6 - 烯基,芳基-C 1 可以被一个或多个C 1 -C 6烷基取代基取代的C 3 -C 8 - 脂环族烃基,可被至少一个C 1 -C 6 - 烷基,卤素,C 1 -C 6烷基取代的芳族烃基 C 1-6 - 烷氧基,硝基和三氟甲基,取代或未取代的杂环烃,C 1 -C 6 - 烷氧基,C 3 -C 6 - 烯基或烷氧基,取代或未取代的芳氧基和C 1 -C 4-烷硫基或芳硫基或氨基,其中R 4和R 5各自相同或不同,并且选自氢,C 1 -C 6 - 烷基,芳基或被一个或多个成员取代的芳基 选自C 1 -C 6 - 烷基,卤素,C 1 -C 6 - 烷氧基,硝基和三氟甲基。
    • 7. 发明授权
    • Process for making 5-mercapto-1,2,3-triazoles
    • 制备5-巯基-1,2,3-三唑的方法
    • US4340742A
    • 1982-07-20
    • US151110
    • 1980-05-19
    • Hans-Rudolf Kruger
    • Hans-Rudolf Kruger
    • A01N43/828C07D249/04C07D249/08C07D285/06
    • C07D249/04C07D285/06
    • A process for making 5-mercapto-1,2,3-triazoles of the formula ##STR1## wherein R.sub.1 is hydrogen or a C.sub.1 -C.sub.4 -alkyl which may also be substituted, the said process comprising(1) as a first step reacting a solution of 1,2,3-thiadiazole-5-carbohydroxamic acid derivative of the formula ##STR2## wherein R.sub.1 has the meaning as above and R.sub.2 is hydrogen or a univalent metal equivalent in an inert organic solvent in the presence of an acid acceptor with a solution in an inert organic solvent of an acid halide of the formulaR.sub.3 --X so as to form an acylated 1,2,3-thiadiazole-5-carbohydroxamic acid derivative(2) reacting as a solution in an inert organic solvent the carbohydroxamic acid derivative just obtained with an alcohol or phenol of the formulaH--O--R.sub.4 so as to form a (1,2,3-thiadiazole-5-yl)-carbamic acid ester(3) then treating the thus obtained carbamic acid ester with an acetic or basic catalyst to form the 5-amino-1,2,3-thiadiazole(4) whereupon the said amino thiadiazole is subject to a rearrangement in the presence of a base followed by isolation of the product of the reaction.
    • 制备式I的5-巯基-1,2,3-三唑的方法,其中R 1是氢或也可以被取代的C 1 -C 4烷基,所述方法包括(1)作为第一步 使式II的1,2,3-噻二唑-5-甲氧基肟酸衍生物的溶液在惰性有机溶剂存在下反应,其中R 1具有上述含义,R 2是氢或一价金属当量 酸溶液在式R 3 -X的酰卤的惰性有机溶剂中溶解,以形成酰化的1,2,3-噻二唑-5-甲氧基肟酸衍生物(2),其作为溶液在惰性有机物 用式HO-R4的醇或苯酚溶解刚好得到的羟基恶唑酸衍生物,从而形成(1,2,3-噻二唑-5-基) - 氨基甲酸酯(3),然后处理由此获得的氨基甲酸 酯与乙酸或碱性催化剂反应以形成5-氨基-1,2,3-噻二唑(4),由此所述氨基噻二唑经受 在碱的存在下重排,然后分离反应产物。