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    • 9. 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。
    • 10. 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。