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    • 9. 发明授权
    • Process for the preparation of alkoxytriazolinones
    • 制备烷氧基三唑啉酮的方法
    • US5606070A
    • 1997-02-25
    • US528585
    • 1995-09-15
    • Heinz-J urgen WroblowskyKlaus K onigJoachim KluthKlaus-Helmut M uller
    • Heinz-J urgen WroblowskyKlaus K onigJoachim KluthKlaus-Helmut M uller
    • C07D249/12
    • C07D249/12
    • Alkoxytriazolinones of the general formula (I), ##STR1## in which R.sup.1 and R.sup.2 independently of one another represent in each case optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkylalkyl, aryl or arylalkyl,(which can be used as intermediates for the preparation of herbicidal active compounds) are obtained in very good yields and in high purity by reacting iminothiocarbonic diester (II) with carbazinic esters (III) ##STR2## in which R.sup.3 and R.sup.4 in each case represent, for example, alkyl or aryl, at -20.degree. C. to +50.degree. C. (1st step) and subjecting the semicarbazide derivatives (IV) formed in this process with elimination of R.sup.3 -SH ##STR3## to a cyclizing condensation reaction and if appropriate in the presence of a base at 20.degree. C. to 100.degree. C. with elimination of R.sup.4 --OH, if appropriate after intermediate isolation (2nd step).
    • 通式(I)的烷氧基​​三唑啉酮,其中R 1和R 2彼此独立地表示在各种情况下为任选取代的烷基,烯基,炔基,环烷基,环烷基烷基,芳基或芳烷基(其可以用作 用于制备除草活性化合物的中间体)以非常好的产率和高纯度通过亚氨基碳二酸酯(II)与咔嗪酸酯(III)反应获得,其中R 3和R 4在每种情况下代表例如烷基或 芳基,在-20℃至+ 50℃(第一步),并将在该过程中形成的氨基脲衍生物(IV)与R3-SH的消除进行环化缩合反应,并且如果在适当的情况下存在 的碱在20℃至100℃,如果适当,在中间分离(第二步)后消除R4-OH。
    • 10. 发明授权
    • Process for preparing sulphonylaminocarbonyltriazolinones
    • 制备磺酰氨基羰基三唑啉酮的方法
    • US5550244A
    • 1996-08-27
    • US355724
    • 1994-12-14
    • Joachim KluthKlaus-Helmut M uller
    • Joachim KluthKlaus-Helmut M uller
    • A01N47/38C07D249/12C07D409/12C07D401/12C07D403/12
    • A01N47/38C07D249/12
    • Substituted (herbicidally active) sulphonylaminocarbonyltriazolinones of the formula (I) ##STR1## in which R.sup.1 represents hydrogen, hydroxyl or amino, or represents an optionally substituted radical from the group comprising alkyl, alkenyl, alkinyl, alkoxy, alkenyloxy, alkylamino, dialkylamino, cycloalkyl, cycloalkyloxy, cycloalkylamino, cycloalkylalkyl, aryl or arylalkyl,R.sup.2 represents hydrogen, hydroxyl, mercapto, amino or halogen, or represents an optionally substituted radical from the group comprising alkyl, alkenyl, alkinyl, alkoxy, alkenyloxy, alkinyloxy, alkylthio, alkenylthio, alkinylthio, alkylsulphinyl, alkylsulphonyl, alkylamino, dialkylamino, cycloalkyl, cycloalkenyl, cycloalkyloxy, cycloalkenyloxy, cycloalkylthio, cycloalkenylthio, cycloalkylamino, cycloalkenylamino, cycloalkylalkyl, cycloalkenylalkyl, aryl, aryloxy, arylthio, arylamino, arylalkyl, arylalkyloxy, arylalkylthio or arylalkylamino, andR.sup.3 represents an optionally substituted radical from the group comprising alkyl, cycloalkyl, cycloalkylalkyl, aryl, arylalkyl, heterocyclyl or heterocyclylalkyl,are obtained in Good yields and at high purity by reacting, in a three-component reaction, triazolinones of the general formula (II) ##STR2## with sulphonylhalides of the general formula (III)R.sup.3 --SO.sub.2 --X (III)X=Halogen,and metal cyanates of the General formula (IV)MOCN (IV)in which M represents an alkali metal or one alkaline earth metal equivalent, optionally in the presence of a reaction auxiliary and optionally in the presence of a diluent at temperatures of between 20.degree. C. and 150.degree. C.
    • 式(I)的取代(除草活性)磺酰基氨基羰基三唑啉酮其中R 1表示氢,羟基或氨基,或代表任选取代的基团,其包括烷基,烯基,炔基,烷氧基,烯氧基,烷基氨基, 二烷基氨基,环烷基,环烷基氧基,环烷基氨基,环烷基烷基,芳基或芳基烷基,R2代表氢,羟基,巯基,氨基或卤素,或代表任选取代的基团,包括烷基,烯基,炔基,烷氧基,烯氧基,烷氧基,烷硫基, 链烯硫基,炔基硫基,烷基亚磺酰基,烷基磺酰基,烷基氨基,二烷基氨基,环烷基,环烯基,环烷基氧基,环烯基氧基,环烷硫基,环烯基硫基,环烷基氨基,环烯基氨基,环烷基烷基,环烯基烷基,芳基,芳氧基,芳硫基,芳基氨基,芳基烷基,芳基烷氧基,芳基烷硫基或芳烷基氨基, 表示来自该组的任选取代的基团 通过在三组分反应中使通式(II)的三唑啉酮与磺酰卤反应,以良好的产率和高纯度获得烷基,环烷基,环烷基烷基,芳基,芳烷基,杂环基或杂环基烷基。 通式(III)中R 3 -SO 2 -X(III)X =卤素和通式(IV)MOCN(IV)的金属氰酸酯,其中M表示碱金属或一种碱土金属当量,任选地在 存在反应助剂,任选在稀释剂存在下,温度在20℃至150℃之间。