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    • 2. 发明公开
    • Preparation of thiazoles
    • 噻唑的制备
    • EP1577307A2
    • 2005-09-21
    • EP05013434.5
    • 1997-12-17
    • Syngenta Participations AG
    • Pitterna, ThomasSzcpepanski, HenryMaienfisch, PeterHueter, Ottmar FranzRepold, ThomasSenn, MarcelGobel, ThomasO' Sullivan, Anthony Cornelius
    • C07D277/36
    • C07D277/32C07D277/16C07D277/36C07D277/70C07D277/74
    • A process for the preparation of a compound of formula (I):
      wherein R is C 1 -C 4 alkyl, hydroxy C 1 -C 4 alkyl, C 3 -C 4 alkenyl, chloro- C 3 -C 4 alkenyl, C 3 -C 4 alkynyl, an unsubstituted or chlorine-substituted phenyl or benzyl group, pyridyl, pyrimidinyl, thiazolyl, benzothilzolyl, cyclohexyl or -CH 2 -COO-C 1 -C 4 alkyl; and X is methylsulfonate, trufluoromethylsulfonate, p-toluenesulfonate or halogen, comprising reacting a compound of formula (IV)
      wherein R is as defined for formula (I) and R 2 and R 3 are each independently H, C 1 -C 6 alkyl, C 3 -C 6 cycloalkyl, phenyl or together with the nitrogen atom to which they are bonded form a five- to seven-membered ring in which a -CH 2 - group has optionally been replaced by a hetero atom, selected from the group, consisting of O and S or by NR 9 and wherein the carbon chain of the five- to seven-membered ring is unsubstituted or is mono- or di-substituted by C 1 -C 4 alkyl, and R 9 is H, C 1 -C 6 alkyl, C 3 -C 6 cycloalkyl, phenyl or benzyl; with a compound of the formula halogen-C(=O)-O-C 1 -C 8 alkyl, halogen-C(=O)-O-phenyl or halogen-C(=O)-O-benzyl.
    • 制备式(I)化合物的方法:其中R为C 1 -C 4烷基,羟基C 1 -C 4烷基,C 3 -C 4烯基,氯-C 3 -C 4烯基,C 3 -C 4炔基, 取代的苯基或苄基,吡啶基,嘧啶基,噻唑基,苯并噻唑基,环己基或-CH 2 -COO-C 1 -C 4烷基; X是甲磺酸根,三氟甲基磺酸根,对甲苯磺酸根或卤素,包括使其中R如对式(I)所定义且R 2和R 3各自独立地为H,C 1 -C 6烷基,C 3 -C 6环烷基 ,苯基或与它们所键合的氮原子一起形成五元至七元环,其中-CH 2 - 基团任选地被选自O和S的杂原子或被 NR9且其中五元至七元环的碳链未被取代或被C1-C4烷基单取代或二取代,且R9为H,C1-C6烷基,C3-C6环烷基,苯基或苄基; 与卤素-C(= O)-OC 1 -C 8烷基,卤素-C(= O)-O-苯基或卤素-C(= O)-O-苄基的化合物反应。
    • 4. 发明公开
    • Preparation of thiazoles
    • Herstellung von Thiazolen
    • EP1201662A1
    • 2002-05-02
    • EP01129478.2
    • 1997-12-17
    • Syngenta Participations AG
    • Pitterna, ThomasSzcpepanski, HenryMaienfisch, PeterHüter, Ottmar FranzRapold, ThomasSenn, MarcelGöbel, ThomasO'Sullivan, Anthony Cornelius
    • C07D277/32C07D277/16
    • C07D277/32C07D277/16C07D277/36C07D277/70C07D277/74
    • There are described a process for the preparation of a compound of the formula
      wherein

      R is unsubstituted or substituted C 1 -C 12 alkyl, C 2 -C 4 alkenyl, C 2 -C 4 alkynyl, C 3 -C 6 cycloalkyl, aryl, heteroaryl or -SR 1 ;
      R 1 is unsubstituted or substituted C 1 -C 12 alkyl, C 1 -C 4 alkenyl, C 2 -C 4 alkenyl, C 2 -C 4 alkynyl, cycloalkyl, aryl or heteroaryl; and X is a leaving group; which comprises


      a) reacting a compound of the formula
      wherein R is as defined above, with a water-removing agent; or
      b) for the preparation of a compound (I) wherein X is halogen or a sulfonate, reacting a compound of the formula
      wherein R is as defined for formula (I), with a halogenating agent or a sulfonylating agent; or
      c) for the preparation of a compound (I) wherein X is halogen, reacting a compound
      wherein R is as defined for formula (I); and

      R 2 and R 3 are for example, H, C 1 -C 6 alkyl, C 3 -C 6 cycloalkyl, phenyl or benzyl;
      with a compound of the formula halogen-C(=O)-O-C 1 -C 8 alkyl, halogen-C(=O)-O-aryl or halogen-C(=O)-O-benzyl;
      intermediates for the preparation of the compounds (II) to (IV) and (VI) and a method for the preparation thereof.
    • 描述了制备式CHEM的化合物的方法,其中R是未取代的或取代的C 1 -C 12烷基,C 2 -C 4烯基,C 2 -C 4炔基,C 3 -C 6环烷基,芳基,杂芳基或-SR 1; R1是未取代的或取代的C1-C12烷基,C1-C4链烯基,C2-C4链烯基,C2-C4炔基,环烷基,芳基或杂芳基; X为离去群; 其包括a)使式(CHEM)化合物(其中R如上定义)与除水剂反应; 或b)用于制备其中X为卤素或磺酸盐的化合物(I),其中R为式(I)所定义的式CHEM的化合物与卤化剂或磺酰化剂反应; 或c)用于制备其中X为卤素的化合物(I),使化合物< CHEM>其中R如式(I)所定义; 和R 2和R 3是例如H,C 1 -C 6烷基,C 3 -C 6环烷基,苯基或苄基; 与卤素-C(= O)-O-C 1 -C 8烷基,卤素-C(= O)-O-芳基或卤素-C(= O)-O-苄基的化合物反应; 用于制备化合物(II)至(IV)和(VI)的中间体及其制备方法。