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    • 4. 发明授权
    • Process for the preparation of alkoxytriazolinones
    • 制备烷氧基三唑啉酮的方法
    • US5892054A
    • 1999-04-06
    • US934501
    • 1997-09-19
    • Heinz-Jurgen WroblowskyKlaus Konig
    • Heinz-Jurgen WroblowskyKlaus Konig
    • C07C281/04C07C281/16C07D249/12
    • C07D249/12C07C281/04
    • Alkoxytriazolinones of the 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 good yields and in high purity by reacting iminocarbonic diesters (II) with carbazinic esters (III) ##STR2## in which R.sup.2 and R.sup.3 in each case represent, for example, alkyl or aryl,at -20.degree. C. to +120.degree. C. (1st step) and subjecting the semicarbazide derivatives (IV) formed in this process with elimination of R.sup.2 -OH ##STR3## to a cyclizing condensation reaction in the presence of a base at 20.degree. C. to 150.degree. C. with elimination of R.sup.3 --OH, if appropriate (2nd step) and, finally, by reacting the resulting 5-alkoxytriazolinones of the formula (V) �=formula (I) where R.sup.1 =H! with an alkylating agent of the formula R.sup.1 --X (VI) �X, for example,=halogen or --OSO.sub.2 OR.sup.1 ! at 0.degree. C. to 150.degree. C., if appropriate in the presence of a base (3rd step: highly selective 4-alkylation).
    • 式(I)的烷氧基​​三唑啉酮,其中R 1和R 2彼此独立地表示,各自为任选取代的烷基,烯基,炔基,环烷基,环烷基烷基,芳基或芳基烷基(可用作中间体 用于制备除草活性化合物)以良好的产率和高纯度通过使亚氨基碳酸二酯(II)与咔嗪酸酯(III)反应获得,其中R2和R3各自表示例如 ,烷基或芳基,在-20℃至+ 120℃(第一步),并将在该过程中形成的氨基脲衍生物(Ⅳ)与R 2 -OH反应生成环状 在20℃至150℃存在下,在适当的情况下消除R3-OH(第二步),最后通过使得到的式(V)的5-烷氧基三唑啉酮[= 式(I)其中R1 = H]与式R1-X(VI)的烷基化剂[X,例如=卤素或 -OSO2OR1]在0℃至150℃,如果合适的话,在碱的存在下(第3步:高选择性4-烷基化)。
    • 9. 发明授权
    • Process for the preparation of alkoxytriazolinones
    • 制备烷氧基三唑啉酮的方法
    • US5703260A
    • 1997-12-30
    • US714668
    • 1996-09-16
    • Heinz-Jurgen WroblowskyKlaus Konig
    • Heinz-Jurgen WroblowskyKlaus Konig
    • C07C281/06C07D249/12
    • C07D249/12C07C281/06
    • Alkoxytriazolinones of the general formula (I), ##STR1## in which R.sup.1 represents hydrogen, or represents in each case optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkylalkyl, aryl or arylalkyl, and R.sup.2 represents in each case optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkylalkyl, ary 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 imino(thio)carbonic esters (II) with alkoxyethyl carbazinates (III) ##STR2## in which Q represents O or S, R.sup.3 represents (for example) alkyl, aryl or aralkyl and R.sup.4 represents (for example) alkyl, at -20.degree. C. to +150.degree. C. (1st step) and subjecting the new semicarbazide derivatives (IV) ##STR3## which are formed with elimination of R.sup.3 --QH, if appropriate after intermediate isolation, to a cyclizing condensation reaction at 0.degree. C. to 200.degree. C., without the addition of a base, advantageously under reduced pressure, with the elimination of alkoxyethanols (2nd step).
    • 通式(I)的烷氧基​​三唑啉酮,其中R 1表示氢,或在每种情况下表示任选取代的烷基,烯基,炔基,环烷基,环烷基烷基,芳基或芳基烷基,和R 2表示在各种情况下任选取代的 通过使亚氨基(硫代)碳酸酯(II)反应,以非常好的产率和高纯度获得烷基,链烯基,炔基,环烷基,环烷基烷基,芳基或芳烷基(可用作制备除草活性化合物的中间体) 其中Q代表O或S,R3代表(例如)烷基,芳基或芳烷基,R4代表(例如)烷基,在-20℃至+ 150℃(第1步),在0℃〜200℃进行环化缩合反应,在中间分离后,如果合适,将R3-QH所形成的新的氨基脲衍生物(IV) 没有添加基地,优势 在减压下,剔除烷氧基乙醇(第二步)。