CN1930168B - 5,6-二烷基-7-氨基三唑并嘧啶、其制备及其在防治致病性真菌中的用途以及包含这些化合物的组合物 - Google Patents
5,6-二烷基-7-氨基三唑并嘧啶、其制备及其在防治致病性真菌中的用途以及包含这些化合物的组合物 Download PDFInfo
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- CN1930168B CN1930168B CN2005800073961A CN200580007396A CN1930168B CN 1930168 B CN1930168 B CN 1930168B CN 2005800073961 A CN2005800073961 A CN 2005800073961A CN 200580007396 A CN200580007396 A CN 200580007396A CN 1930168 B CN1930168 B CN 1930168B
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pretreatment Of Seeds And Plants (AREA)
Abstract
本发明涉及式(I)的5，6-二烷基-7-氨基三唑并嘧啶，其中各取代基如下所定义：R1为烷基或烷氧基烷基，R2为烷基，其中R1和/或R2根据说明书被取代。本发明还涉及制备所述化合物的方法、包含它们的组合物及其在防治植物病原性真菌中的用途。
Description
本发明涉及式I的5，6-二烷基-7-氨基三唑并嘧啶：
其中各取代基如下所定义：
R1为C1-C5烷基或C1-C10烷氧基-C1-C10烷基，
R2为C5-C12烷基，
其中R1和/或R2可以被1-3个下列基团取代：
氰基、硝基、羟基、C3-C6环烷基、C1-C6烷硫基或NRaRb；
Ra、Rb为氢或C1-C6烷基。
此外，本发明涉及制备这些化合物的方法、包含它们的组合物以及它们在防治植物病原性有害真菌中的用途。
5，6-二烷基-7-氨基三唑并嘧啶以一般方式在GB1148629中提出。各种具有杀真菌活性的5，6-二烷基-7-氨基三唑并嘧啶由EP-A141317已知。然而，在许多情况下它们的活性并不令人满意。基于此，本发明的目的是提供具有改进活性和/或更宽活性谱的化合物。
我们发现该目的由开头所定义的化合物实现。此外，我们还发现了用于制备它们的方法和中间体、包含它们的组合物和使用化合物I防治有害真菌的方法。
式I化合物与上述出版物中的那些化合物的不同在于在三唑并嘧啶骨架5位中取代基的具体排列。
与已知化合物相比，式I化合物对有害真菌更有效。
本发明化合物可以通过不同途径得到。本发明化合物有利地通过使式II的取代β-酮酯与式III的3-氨基-1，2，4-三唑反应以得到式IV的7-羟基三 唑并嘧啶而得到。式II和IV中的基团R1和R2如对式I所定义且式II中的基团R为C1-C4烷基；出于实际的原因，这里优选甲基、乙基或丙基。
式II的取代β-酮酯与式III的氨基唑类的反应可以在溶剂存在或不存在下进行。有利的是使用原料对其基本呈惰性且可以完全或部分溶于其中的溶剂。合适的溶剂尤其是醇类，如乙醇、丙醇、丁醇、二醇或二醇单醚、二甘醇或其单醚，芳族烃类，如甲苯、苯或1，3，5-三甲基苯，酰胺，如二甲基甲酰胺、二乙基甲酰胺、二丁基甲酰胺、N，N-二甲基乙酰胺，低级链烷酸如甲酸、乙酸、丙酸，或碱如碱金属和碱土金属氢氧化物、碱金属和碱土金属氧化物、碱金属和碱土金属氢化物、碱金属氨化物、碱金属和碱土金属碳酸盐以及碱金属碳酸氢盐，有机金属化合物，尤其是碱金属烷基化物、烷基卤化镁、碱金属和碱土金属醇盐以及二甲氧基镁，此外还有有机碱，例如叔胺，如三甲胺、三乙胺、三异丙基胺、三丁胺和N-甲基哌啶，N-甲基吗啉，吡啶，取代吡啶如可力丁、卢剔啶和4-二甲氨基吡啶，还有双环胺和这些溶剂与水的混合物。合适的催化剂是碱，如上面所述那些，或酸，如磺酸或无机酸。特别优选该反应在没有溶剂下进行或在氯苯、二甲苯、二甲亚砜或N-甲基吡咯烷酮中进行。特别优选的碱是叔胺，如三异丙基胺、三丁胺、N-甲基吗啉或N-甲基哌啶。若该反应在溶液中进行，则温度为50-300℃，优选50-180℃[参见EP-A770615；Adv.Het.Chem. 57(1993)，第81页及以下各页]。
碱通常以催化量使用；然而，它们还可以等摩尔量、过量使用或合适的话用作溶剂。
在大多数情况下，所得式IV的缩合物以纯净形式从反应溶液中沉淀且在用相同溶剂或水洗涤并随后干燥之后，使它们与卤化试剂，尤其是氯 化试剂或溴化试剂反应，得到其中Hal为氯或溴，尤其是氯的式V化合物。该反应优选使用氯化试剂如磷酰氯、亚硫酰氯或磺酰氯在50-150℃下进行，优选在过量磷酰氯中在回流温度下进行。在蒸发过量磷酰氯之后，用冰水处理残余物，合适的话加入水不混溶性溶剂。在大多数情况下，从干燥的有机相中分离的氯化产物，合适的话在蒸发惰性溶剂之后，非常纯并随后与氨在惰性溶剂中于100-200℃下反应，得到7-氨基三唑并[1，5-a]嘧啶。该反应优选使用摩尔过量1-10倍的氨在1-100巴的压力下进行。
合适的话在蒸发溶剂之后通过在水中浸煮将本发明的7-氨基唑并[1，5-a]嘧啶以结晶化合物分离。
式II的β-酮酯可以如Organic Synthesis Coll.，第1卷，第248页所述制备，和/或它们可以市购。
另外，本发明式I化合物可以通过使其中R1和R2如上所定义的式VI的取代酰基氰化物与式III的3-氨基-1，2，4-三唑反应而得到。
该反应可以在溶剂存在或不存在下进行。有利的是使用原料对其基本呈惰性且可以完全或部分溶于其中的溶剂。合适的溶剂尤其是醇类，如乙醇、丙醇、丁醇、二醇或二醇单醚、二甘醇或其单醚，芳族烃类，如甲苯、苯或1，3，5-三甲基苯，酰胺，如二甲基甲酰胺、二乙基甲酰胺、二丁基甲酰胺、N，N-二甲基乙酰胺，低级链烷酸如甲酸、乙酸、丙酸，或碱如上面所述那些，以及这些溶剂与水的混合物。若该反应在溶液中进行，则反应温度为50-300℃，优选50-150℃。
合适的话在蒸发溶剂或用水稀释之后将本发明的7-氨基三唑并[1，5-a]嘧啶以结晶化合物分离。
制备7-氨基唑并[1，5-a]嘧啶所需的一些式VI的取代烷基氰化物是已知的，或者它们可以通过已知方法由烷基氰化物和羧酸酯使用强碱如碱金属氢化物、碱金属醇盐、碱金属氨化物或金属烷基化物制备(参见J.Amer.Chem.Soc.73，(1951)，第3766页)。
若单个化合物I不能由上述途径得到，则它们可以通过衍生其他化合 物I而制备。
若合成得到异构体混合物，则通常不要求进行分离，因为在某些情况下各异构体可以在为使用进行的后处理过程中或在施用过程中(例如在光、酸或碱的作用下)相互转化。该类转化也可以在使用后发生，例如在处理植物时在已处理植物中发生，或在待防治的有害真菌中发生。
在上式所给符号的定义中使用通常为下列取代基的代表的集合性术语：
卤素：氟、氯、溴和碘；
烷基：具有1-4或5-12个碳原子的饱和直链或单支化或二支化烃基，例如C1-C6烷基如甲基、乙基、丙基、1-甲基乙基、丁基、1-甲基丙基、2-甲基丙基、1，1-二甲基乙基、正戊基、1-甲基丁基、2-甲基丁基、3-甲基丁基、2，2-二甲基丙基、1-乙基丙基、己基、1，1-二甲基丙基、1，2-二甲基丙基、1-甲基戊基、2-甲基戊基、3-甲基戊基、4-甲基戊基、1，1-二甲基丁基、1，2-二甲基丁基、1，3-二甲基丁基、2，2-二甲基丁基、2，3-二甲基丁基、3，3-二甲基丁基、1-乙基丁基、2-乙基丁基、1，1，2-三甲基丙基、1，2，2-三甲基丙基、1-乙基-1-甲基丙基和1-乙基-2-甲基丙基；
环烷基：具有3-6个碳环成员的单环或双环饱和烃基，如环丙基、环丁基、环戊基和环己基。
烷氧基烷基：被氧原子间隔的饱和直链或单支化、二支化或三支化烃链，例如C2-C11烷氧基烷基：可以被氧原子在任何位置间隔的具有2-11个碳原子的上述烃链，如甲氧基乙基、乙氧基乙基、丙氧基乙基、丁氧基乙基、戊氧基乙基、己氧基乙基、庚氧基乙基、辛氧基乙基、壬氧基乙基、3-(3-乙基己氧基)乙基、3-(2，4，4-三甲基戊氧基)乙基、3-(1-乙基-3-甲丁氧基)乙基、甲氧基丙基、乙氧基丙基、丙氧基丙基、丁氧基丙基、戊氧基丙基、己氧基丙基、庚氧基丙基、辛氧基丙基、壬氧基丙基、3-(3-乙基己氧基)丙基、3-(2，4，4-三甲基戊氧基)丙基、3-(1-乙基-3-甲基丁氧基)丙基、甲氧基丁基、乙氧基丁基、丙氧基丁基、丁氧基丁基、戊氧基丁基、己氧基丁基、庚氧基丁基、辛氧基丁基、壬氧基丁基、3-(3-乙基己氧基)丁基、3-(2，4，4-三甲基戊氧基)丁基、3-(1-乙基-3-甲基丁氧基)丁基、 甲氧基戊基、乙氧基戊基、丙氧基戊基、丁氧基戊基、戊氧基戊基、己氧基戊基。
本发明范围包括具有手性中心的式I化合物的(R)-和(S)-异构体以及外消旋体。
考虑到式I的三唑并嘧啶的意欲用途，特别优选下列取代基含义，在每种情况下单独或组合：
优选其中基团R1和R2中碳原子总数为至多14的化合物I。
式I中R1和R2中的烷基优选为直链或单支化、二支化或三支化烷基。
优选其中R1为甲基、乙基、正丙基、异丙基、正丁基或正戊基，尤其是甲基或乙基，其中R1可以如开头所定义那样被取代的化合物I。
优选其中R1和R2不带任何取代基的化合物I。
特别优选其中R1为C5-C12烷氧基烷基，其中碳链未被取代或可以如开头所定义那样被取代的化合物I。
在化合物I的一个实施方案中，R1为烷氧基烷基。
在化合物I的另一实施方案中，两个基团R1和R2均为烷基，该烷基如开头所定义那样被取代或优选未被取代。
优选其中R2为不带任何其他取代基的直链或单支化或二支化的C5-C12烷基的化合物I。
在式I化合物的另一实施方案中，R2在α碳原子处支化。它们由式Ia所述：
其中R21为C3-C10烷基或C2-C10链烯基且R22为C1-C4烷基，尤其是甲基，其中R21和R22一起具有至多12个碳原子且未被取代或可以象式I中的R1一样被取代。
若R1或R2含有氰基，则其优选位于端碳原子上。
特别优选其中R2为正戊基、1-甲基丁基、2-甲基丁基、3-甲基丁基、2，2-二甲基丙基、1-乙基丙基、正己基、1，1-二甲基丙基、1，2-二甲基丙基、 1-甲基戊基、2-甲基戊基、3-甲基戊基、4-甲基戊基、1，1-二甲基丁基、1，2-二甲基丁基、1，3-二甲基丁基、2，2-二甲基丁基、2，3-二甲基丁基、3，3-二甲基丁基、1-乙基丁基、2-乙基丁基、1，1，2-三甲基丙基、1，2，2-三甲基丙基、1-乙基-1-甲基丙基或1-乙基-2-甲基丙基的化合物I。
在式I化合物的另一优选实施方案中，R2为正庚基、1-甲基己基、正辛基、1-甲基庚基、正壬基、1-甲基辛基、正癸基、1-甲基壬基、正十一烷基、1-甲基癸基、正十二烷基或1-甲基十一烷基。
尤其考虑到它们的用途，优选汇编在下表中的化合物I。此外，对表中取代基所提到的基团本身为所述取代基的特别优选实施方案，与其中提到它们的组合无关。
表1
其中R1为甲基且R2对每一化合物而言对应于表A的一行的式I化合物
表2
其中R1为乙基且R2对每一化合物而言对应于表A的一行的式I化合物
表3
其中R1为正丙基且R2对每一化合物而言对应于表A的一行的式I化合物
表4
其中R1为异丙基且R2对每一化合物而言对应于表A的一行的式I化合物
表5
其中R1为正丁基且R2对每一化合物而言对应于表A的一行的式I化合物
表6
其中R1为异丁基且R2对每一化合物而言对应于表A的一行的式I化合物
表7
其中R1为仲丁基且R2对每一化合物而言对应于表A的一行的式I化合物
表8
其中R1为正戊基且R2对每一化合物而言对应于表A的一行的式I化合物
表A
| 序号 | R<sup>2</sup> |
| A-1 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-2 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-3 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> |
| A-4 | CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>3</sub> |
| A-5 | CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub> |
| A-6 | CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>3</sub> |
| A-7 | CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)<sub>2</sub> |
| A-8 | CH<sub>2</sub>C(CH<sub>3</sub>)<sub>3</sub> |
| A-9 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-10 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-11 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-12 | CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> |
| A-13 | CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub> |
| A-14 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub> |
| A-15 | CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> |
| A-16 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub> |
| A-17 | CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>3</sub> |
| A-18 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>3</sub> |
| A-19 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-20 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-21 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-22 | CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-23 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> |
| A-24 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>3</sub> |
| A-25 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub> |
| A-26 | CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-27 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> |
| A-28 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>3</sub> |
| A-29 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> |
| A-30 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> |
| A-31 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>3</sub> |
| A-32 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| 序号 | R<sup>2</sup> |
| A-33 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-34 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-35 | CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-36 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-37 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> |
| A-38 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub> |
| A-39 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>3</sub> |
| A-40 | CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-41 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-42 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-43 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-44 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-45 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> |
| A-46 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub> |
| A-47 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-48 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-49 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-50 | CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-51 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-52 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-53 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>3</sub> |
| A-54 | CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-55 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-56 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-57 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-58 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-59 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-60 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>3</sub> |
| A-61 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>3</sub> |
| A-62 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub> |
| A-63 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub> |
| A-64 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-65 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-66 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-67 | CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-68 | CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub> |
| A-69 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-70 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>3</sub>CH<sub>2</sub> |
| A-71 | CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-72 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| 序号 | R<sup>2</sup> |
| A-73 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-74 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-75 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-76 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-77 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-78 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> |
| A-79 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub> |
| A-80 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)CH<sub>3</sub> |
| A-81 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>3</sub> |
| A-82 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>3</sub> |
| A-83 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>3</sub> |
| A-84 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-85 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-86 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-87 | CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-88 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-89 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-90 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>3</sub> |
| A-91 | CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-92 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-93 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-94 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-95 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-96 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-97 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-98 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-99 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> |
| A-100 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub> |
| A-101 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> |
| A-102 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> |
| A-103 | CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub> |
| A-104 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>3</sub> |
| A-105 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-106 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-107 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-108 | CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-109 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub> |
| A-110 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-111 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-112 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| 序号 | R<sup>2</sup> |
| A-113 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-114 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> |
| A-115 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub> |
| A-116 | CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-117 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-118 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-119 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-120 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-121 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-122 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-123 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-124 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-125 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> |
| A-126 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> |
| A-127 | CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> |
| A-128 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> |
| A-129 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>3</sub> |
| A-130 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-131 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-132 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CN |
| A-133 | CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CN |
| A-134 | CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CN |
| A-135 | CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CN |
| A-136 | CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CN |
| 序号 | R<sup>2</sup> |
| A-137 | CH<sub>2</sub>C(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub>CN |
| A-138 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-139 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-140 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-141 | CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CN |
| A-142 | CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-143 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CN |
| A-144 | CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CN |
| A-145 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CN |
| A-146 | CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub>CN |
| A-147 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CN |
| A-148 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-149 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-150 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-151 | CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-152 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CN |
| A-153 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CN |
| A-154 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CN |
| A-155 | CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-156 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CN |
| A-157 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub>CN |
| A-158 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CN |
| A-159 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CN |
| A-160 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CN |
| A-161 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-162 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-163 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-164 | CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-165 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-166 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CN |
| A-167 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CN |
| A-168 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub>CN |
| 序号 | R<sup>2</sup> |
| A-169 | CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-170 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-171 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-172 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-173 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-174 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CN |
| A-175 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CN |
| A-176 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-177 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-178 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-179 | CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-180 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-181 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-182 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub>CN |
| A-183 | CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-184 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-185 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-186 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-187 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-188 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-189 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub>CN |
| A-190 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub>CN |
| A-191 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CN |
| A-192 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CN |
| A-193 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-194 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-195 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-196 | CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-197 | CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-198 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-199 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub>CN |
| A-200 | CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| 序号 | R<sup>2</sup> |
| A-201 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-202 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-203 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-204 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-205 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-206 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-207 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CN |
| A-208 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CN |
| A-209 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)CH<sub>2</sub>CN |
| A-210 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CN |
| A-211 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub>CN |
| A-212 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub>CN |
| A-213 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-214 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-215 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-216 | CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-217 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-218 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-219 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub>CN |
| A-220 | CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-221 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-222 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-223 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-224 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-225 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-226 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-227 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-228 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CN |
| A-229 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CN |
| A-230 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CN |
| A-231 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CN |
| A-232 | CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CN |
| 序号 | R<sup>2</sup> |
| A-233 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub>CN |
| A-234 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-235 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub> CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-236 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-237 | CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-238 | CH<sub>2</sub> CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-239 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-240 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-241 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-242 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-243 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CN |
| A-244 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CN |
| A-245 | CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-246 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-247 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-248 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-249 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-250 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-251 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-252 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-253 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-254 | CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CN |
| A-255 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN |
| A-256 | CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CN |
| A-257 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CN |
| A-258 | CH<sub>2</sub>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>C(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub>CN |
化合物I适于作为杀真菌剂。它们对宽范围的植物病原性真菌具有显著效力，所述真菌尤其选自子囊菌纲(Ascomycetes)、半知菌纲(Deuteromycetes)、卵菌纲(Oomycetes)和担子菌纲(Basidiomycetes)真菌，特别选自卵菌纲真菌。它们中的一些内吸有效并可以作为叶面杀真菌剂、拌种杀真菌剂和土壤杀真菌剂用于植物保护中。
它们对在各种栽培植物如小麦、黑麦、大麦、燕麦、稻、玉米、禾草、 香蕉、棉花、大豆、咖啡、甘蔗、葡萄藤、水果和观赏植物以及蔬菜如黄瓜、豆类、西红柿、土豆和葫芦科植物以及这些植物的种子中防治大量真菌尤其重要。
它们尤其适于防治下列植物病害：
·水果和蔬菜上的链格孢(Alternaria)属，
·禾谷类、稻和草坪中的平脐蠕孢(Bipolaris)属和内脐蠕孢(Drechslera)属，
·禾谷类中的禾白粉菌(Blumeria graminis)(白粉病)，
·草莓、蔬菜、观赏植物和葡萄藤上的灰葡萄孢(Botrytis cinerea)(灰霉病)，
·莴苣上的莴苣霜霉病菌(Bremia lactucae)，
·葫芦科植物上的二孢白粉菌(Erysiphe cichoracearum)和单丝壳白粉菌(Sphaerotheca fuliginea)，
·各种植物上的链孢霉(Fusarium)属和轮枝孢(Verticillium)属，
·禾谷类、香蕉和花生上的球腔菌(Mycosphaerella)属，
·卷心菜和球根植物上的霜霉(Peronospora)属，
·大豆上的豆薯层锈菌(Phakopsora pachyrhizi)和层锈层假尾孢菌(P.Meibomiae)，
·土豆和西红柿上的致病疫霉(Phytophthora infestans)，
·辣椒上的辣椒疫霉(Phytophthora capsici)，
·葡萄藤上的葡萄生单轴霉(Plasmopara viticola)，
·苹果上的苹果白粉病菌(Podosphaera leucotricha)，
·小麦和大麦上的眼斑病菌(Pseudocercosporella herpotrichoides)，
·啤酒花和黄瓜上的假霜霉(Pseudoperonospora)属，
·禾谷类上的柄锈菌(Puccinia)属，
·稻上的稻瘟病菌(Pyricularia oryzae)，
·草坪上的瓜果腐霉菌(Pythium aphanidermatum)，
·棉花、稻和草坪上的丝核菌(Rhizoctonia)属，
·小麦上的小麦壳针孢(Septoria tritici)和颖枯壳多孢(Stagonosporanodorum)，
·葡萄藤上的葡萄钩丝壳(Uncinula necator)，
·禾谷类和甘蔗上的黑粉菌(Ustilago)属，以及
·苹果和梨上的黑星菌(Venturia)属(黑星病)。
它们尤其适于防治卵菌纲有害真菌，如霜霉属、疫霉属、葡萄生单轴霉和假霜霉属。
化合物I还适于防治有害真菌如拟青霉(Paecilomyces variotii)以保护材料(如木材、纸张、油漆分散体、纤维或织物)和保护储藏的产品。
化合物I通过用杀真菌有效量的活性化合物处理真菌或需要防止真菌侵袭的植物、种子、材料或土壤而使用。施用可以在材料、植物或种子被真菌侵染之前和之后进行。
杀真菌组合物通常包含0.1-95重量％，优选0.5-90重量％活性化合物。
当用于植物保护时，施用量取决于所需效果的种类为0.01-2.0kg活性化合物/ha。
在种子处理中，通常使用的活性化合物量为1-1000g/100kg种子，优选5-100g/100kg。
当用于保护材料或储藏产品时，活性化合物的施用量取决于施用区域的类型和所需效果。在保护材料中通常施用的量例如每m3处理材料为0.001g-2kg，优选0.005g-1kg活性化合物。
可以将化合物I转化成常规配制剂，例如溶液、乳液、悬浮液、粉剂、粉末、糊和颗粒。施用形式取决于特定的目的；在每种情况下都应确保本发明化合物精细和均匀地分布。
配制剂以已知方式制备，例如通过将活性化合物与溶剂和/或载体混合来制备，需要的话使用乳化剂和分散剂。合适的溶剂/助剂主要是：
-水、芳族溶剂(如Solvesso产品、二甲苯)、石蜡(如矿物油馏分)、醇类(如甲醇、丁醇、戊醇、苄醇)、酮类(如环己酮、γ-丁内酯)、吡咯烷酮(NMP、NOP)、乙酸酯(乙二醇二乙酸酯)、二元醇、脂肪酸二甲基酰胺、脂肪酸及脂肪酸酯。原则上还可以使用溶剂混合物。
-载体如磨碎的天然矿物(如高岭土、粘土、滑石、白垩)和磨碎的合成矿物(如高度分散的硅石、硅酸盐)；乳化剂如非离子和阴离子乳化剂(如聚氧乙烯脂肪醇醚、烷基磺酸盐和芳基磺酸盐)以及分散剂如木素亚硫酸盐 废液和甲基纤维素。
合适的表面活性剂为木素磺酸、萘磺酸、苯酚磺酸、二丁基萘磺酸的碱金属盐、碱土金属盐和铵盐，烷基芳基磺酸盐，烷基硫酸盐，烷基磺酸盐，脂肪醇硫酸盐，脂肪酸和硫酸化脂肪醇乙二醇醚，还有磺化萘与甲醛的缩合物和萘衍生物与甲醛的缩合物，萘或萘磺酸与苯酚和甲醛的缩合物，聚氧乙烯辛基酚醚，乙氧基化异辛基酚，辛基酚，壬基酚，烷基酚聚乙二醇醚，三丁基苯基聚乙二醇醚，三硬脂基苯基聚乙二醇醚，烷基芳基聚醚醇，醇和脂肪醇/氧化乙烯缩合物，乙氧基化蓖麻油，聚氧乙烯烷基醚，乙氧基化聚氧丙烯，月桂醇聚乙二醇醚缩醛，山梨醇酯，木素亚硫酸盐废液和甲基纤维素。
适于制备可直接喷雾溶液、乳液、糊或油分散体的是中至高沸点的矿物油馏分如煤油或柴油，还有煤焦油和植物或动物来源的油，脂族、环状和芳族烃如甲苯、二甲苯、石蜡、四氢化萘、烷基化萘或其衍生物，甲醇，乙醇，丙醇，丁醇，环己醇，环己酮，异佛尔酮，强极性溶剂如二甲亚砜、N-甲基吡咯烷酮和水。
粉末、撒播用材料和可撒粉产品可以通过将活性物质与固体载体混合或一起研磨来制备。
颗粒如涂敷颗粒、浸渍颗粒和均质颗粒可以通过使活性化合物与固体载体粘附而制备。固体载体实例为矿土如硅胶、硅酸盐、滑石、高岭土、活性粘土(attaclay)、石灰石、石灰、白垩、红玄武土、黄土、粘土、白云石、硅藻土、硫酸钙、硫酸镁、氧化镁，磨碎的合成材料，肥料如硫酸铵、磷酸铵、硝酸铵、尿素以及植物来源的产品如谷粉、树皮粉、木粉和坚果壳粉，纤维素粉和其它固体载体。
配制剂通常包含0.01-95重量％，优选0.1-90重量％的活性化合物。活性化合物以90-100％，优选95-100％的纯度(根据NMR光谱)使用。
下列为配制剂实例：
1.用水稀释的产品
A)水溶性浓缩物(SL)
将10重量份本发明化合物溶于水或水溶性溶剂中。或者，加入湿润剂 或其它助剂。活性化合物经水稀释溶解。
B)分散性浓缩物(DC)
将20重量份本发明化合物溶于环己酮中并加入分散剂如聚乙烯基吡咯烷酮。用水稀释得到分散体。
C)乳油(EC)
将15重量份本发明化合物溶于二甲苯中并加入十二烷基苯磺酸钙和蓖麻油乙氧基化物(在每种情况下为5％)。用水稀释得到乳液。
D)乳液(EW，EO)
将40重量份本发明化合物溶于二甲苯中并加入十二烷基苯磺酸钙和蓖麻油乙氧基化物(在每种情况下为5％)。借助乳化机(Ultraturrax)将该混合物引入水中并制成均相乳液。用水稀释得到乳液。
E)悬浮液(SC，OD)
在搅拌的球磨机中，将20重量份本发明化合物粉碎并加入分散剂、湿润剂和水或有机溶剂，得到细碎活性化合物悬浮液。用水稀释得到稳定的活性化合物悬浮液。
F)水分散性颗粒和水溶性颗粒(WG，SG)
将50重量份本发明化合物细碎研磨并加入分散剂和湿润剂，借助工业装置(如挤出机、喷雾塔、流化床)将其制成水分散性或水溶性颗粒。用水稀释得到稳定的活性化合物分散体或溶液。
G)水分散性粉末和水溶性粉末(WP，SP)
将75重量份本发明化合物在转子-定子磨机中研磨并加入分散剂、湿润剂和硅胶。用水稀释得到稳定的活性化合物分散体或溶液。
2.不经稀释而施用的产品
H)可撒粉粉末(DP)
将5重量份本发明化合物细碎研磨并与95％的细碎高岭土充分混合。这得到可撒粉产品。
I)颗粒(GR，FG，GG，MG)
将0.5重量份本发明化合物细碎研磨并结合95.5％载体。现行方法是挤出、喷雾干燥或流化床方法。这得到不经稀释而施用的颗粒。
J)ULV溶液(UL)
将10重量份本发明化合物溶于有机溶剂如二甲苯中。这得到不经稀释而施用的产品。
活性化合物可以直接、以其配制剂形式或由其制备的使用形式(如可直接喷雾溶液、粉末、悬浮液或分散体、乳液、油分散体、糊、可撒粉产品、撒播用材料或颗粒形式)，借助喷雾、雾化、撒粉、撒播或浇灌来使用。使用形式完全取决于意欲的目的；意欲在每种情况下确保本发明活性化合物的最佳可能分布。
含水使用形式可通过加入水由乳液浓缩物、糊或可湿性粉末(可喷雾粉末、油分散体)制备。为制备乳液、糊或油分散体，可借助湿润剂、增粘剂、分散剂或乳化剂将该物质直接或溶于油或溶剂中后在水中均化。或者，可以制备由活性物质、湿润剂、增粘剂、分散剂或乳化剂以及合适的话溶剂或油组成的浓缩物且该浓缩物适于用水稀释。
即用制剂中的活性化合物浓度可在较宽范围内变化。通常为0.0001-10％，优选0.01-1％。
活性化合物也可成功用于超低容量法(ULV)，其中可以施用包含超过95重量％活性化合物的配制剂，或甚至施用不合添加剂的活性化合物。
各种类型的油、湿润剂、辅助剂、除草剂、杀真菌剂、其它农药或杀菌剂都可加入活性化合物中，若合适的话，恰在紧邻使用前加入(桶混合)。这些试剂通常与本发明试剂以1∶10-10∶1的重量比混合。
在作为杀真菌剂的使用形式中，本发明组合物还可与其它活性化合物一起存在，例如与除草剂、杀虫剂、生长调节剂、杀真菌剂或肥料一起存在。将作为杀真菌剂施用的化合物I或包含它们的组合物与其它杀真菌剂混合在许多情况下得到拓宽的杀真菌活性谱。
本发明化合物可以与之联合使用的下列杀真菌剂用来阐述可能的组合，但并不施以任何限制：
·酰基丙氨酸类，如苯霜灵(benalaxyl)、甲霜灵(metalaxyl)、甲呋酰胺(ofurace)或
霜灵(oxadixyl)，
·胺衍生物，如4-十二烷基-2，6-二甲基吗啉(aldimorph)、多果定(dodine)、 吗菌灵(dodemorph)、丁苯吗啉(fenpropimorph)、苯锈啶(fenpropidin)、双胍盐(guazatine)、双胍辛醋酸盐(iminoctadine)、螺
茂胺(spiroxamine)或克啉菌(tridemorph)，
·苯胺基嘧啶类，如二甲嘧菌胺(pyrimethanil)、嘧菌胺(mepanipyrim)或环丙嘧啶(cyprodinyl)，
·抗菌素，如放线菌酮(cycloheximide)、灰黄霉素(griseofulvin)、春雷素(kasugamycin)、多马霉素(natamycin)、多氧霉素(polyoxin)或链霉素(streptomycin)，
·唑类，如双苯三唑醇(bitertanol)、糠菌唑(bromoconazole)、环唑醇(cyproconazole)、醚唑(direnoconazole)、烯唑醇(dinitroconazole)、烯菌灵(enilconazole)、氧唑菌(epoxiconazole)、腈苯唑(fenbuconazole)、喹唑菌酮(fluquinconazole)、氟硅唑(flusilazole)、己唑醇(hexaconazole)、烯菌灵(imazalil)、环戊唑菌(metconazole)、腈菌唑(myclobutanil)、戊菌唑(penconazole)、丙环唑(propiconazole)、丙氯灵(prochloraz)、丙硫菌唑(prothioconazole)、戊唑醇(tebuconazole)、三唑酮(triadimefon)、唑菌醇(triadimenol)、氟菌唑(triflumizole)或戊叉唑菌(triticonazole)，
·二羧酰亚胺类，如异丙定(iprodione)、甲菌利(myclozolin)、杀菌利(procymidone)或烯菌酮(vinclozolin)，
·二硫代氨基甲酸盐类，如福美铁(ferbam)、代森钠(nabam)、代森锰(maneb)、代森锰锌(mancozeb)、威百亩(metam)、代森联(metiram)、甲基代森锌(propineb)、福代锌(polycarbamate)、福美双(thiram)、福美锌(ziram)或代森锌(zineb)，
·杂环化合物，如敌菌灵(anilazine)、苯菌灵(benomyl)、啶酰菌胺(boscalid)、多菌灵(carbendazim)、萎锈灵(carboxin)、氧化萎锈灵(oxycarboxin)、氰霜唑(cyazofamid)、棉隆(dazomet)、二噻农(dithianon)、
唑酮菌(famoxadone)、咪唑菌酮(fenamidone)、异嘧菌醇(fenarimol)、麦穗宁(fuberidazole)、氟酰胺(flutolanil)、呋吡唑灵(furametpyr)、稻瘟灵(isoprothiolane)、丙氧灭绣胺(mepronil)、氟苯嘧啶醇(nuarimol)、噻菌灵(probenazole)、丙氧喹啉(proquinazid)、啶斑肟(pyrifenox)、咯喹酮 (pyroquilon)、喹氧灵(quinoxyfen)、硅噻菌胺(silthiofam)、涕必灵(thiabendazole)、溴氟唑菌(thifluzamide)、甲基托布津(thiophanate-methyl)、噻酰菌胺(tiadinil)、三环唑(tricyclazole)或嗪氨灵(triforine)，
·铜杀真菌剂，如波尔多液(Bordeaux混合物)、醋酸铜、王铜或碱式硫酸铜，
·硝基苯基衍生物，如乐杀螨(binapacryl)、敌螨普(dinocap)、敌螨通(dinobuton)或异丙消(nitrophthal-isopropyl)，
·苯基吡咯类，如拌种咯(fenpiclonil)或氟菌(fludioxonil)，
·硫，
·其它杀真菌剂，如噻二唑素(acibenzolar-S-methyl)、苯噻菌胺(benthiavalicarb)、氯环丙酰胺(carpropamid)、百菌清(chlorothalonil)、环氟菌胺(cyflufenamid)、清菌脲(cymoxanil)、哒菌清(diclomezine)、双氯氰菌胺(diclocymet)、乙霉威(diethofencarb)、克瘟散(edifenphos)、噻唑菌胺(ethaboxam)、环酰菌胺(fenhexamid)、薯瘟锡(fentin acetate)、氰菌胺(fenoxanil)、嘧菌腙(ferimzone)、氟啶胺(fluazinam)、亚磷酸、藻菌磷(fosetyl)、乙膦铝(fosetyl-aluminum)、异丙菌胺(iprovalicarb)、六氯苯(hexachlorobenzene)、苯菌酮(metrafenone)、戊菌隆(pencycuron)、百维灵(propamocarb)、四氯苯酞(phthalide)、甲基立枯磷(tolclofos-methyl)、五氯硝基苯(quintozene)或苯酰菌胺(zoxamide)，
·嗜球果伞素类(strobilurin)，如腈嘧菌酯(azoxystrobin)、醚菌胺(dimoxystrobin)、烯肟菌酯(enestroburin)、氟嘧菌酯(fluoxastrobin)、亚胺菌(kresoxim-methyl)、叉氨苯酰胺(metominostrobin)、肟醚菌胺(orysastrobin)、啶氧菌酯(picoxystrobin)、唑菌胺酯(pyraclostrobin)或肟菌酯(triffoxystrobin)，
·次磺酸衍生物，如敌菌丹(captafol)、克菌丹(captan)、抑菌灵(dichlofluanid)、灭菌丹(folpet)或对甲抑菌灵(tolylfluanid)，
·肉桂酰胺及类似化合物，如烯酰吗啉(dimethomorph)、氟联苯菌(flumetover)或氟吗啉(flumorph)。
合成实施例
可通过适当改变原料，使用在下列合成实施例中描述的程序制备其它化合物I。如此得到的化合物与物理数据一起列于下表中。
实施例1：合成1-甲基-2-氧代辛烷-1-腈
在-75℃下在1小时内将100ml浓度为15重量％的丁基锂的己烷溶液加入8.25g(0.15mol)丙腈在200ml无水四氢呋喃(THF)中的溶液中。维持该温度，并在搅拌2小时后在1小时内滴加21.6g(0.15mol)庚酸甲酯。在进一步搅拌2小时后，将该溶液在约14小时内温热至约20-25℃。在5-10℃下将50ml水加入反应混合物中并使用半浓盐酸将pH调节为1-2。取出有机相并用水和稀NaHCO3水溶液洗涤直到中性。干燥之后蒸除溶剂。得到26.0g棕色油状标题化合物。
实施例2：制备5-己基-6-甲基-7-氨基三唑并嘧啶[1-2]
在190℃下将10.0g(60mmol)实施例1的腈、3.8g(45mmol)3-氨基-1，2，4-三唑和1.7g(9mmol)对甲苯磺酸在50ml 1，3，5-三甲基苯中的悬浮液在脱水器上加热4小时。然后蒸除1，3，5-三甲基苯并将残余物用二氯甲烷/水浸煮。过滤残余物，干燥并在硅胶上使用二氯甲烷/乙酸乙酯层析。得到0.5g无色晶体状标题化合物。
表I-式I化合物
| 序号 | R<sup>1</sup> | R<sup>2</sup> | 物理数据(熔点[℃]) |
| I-1 | CH<sub>3</sub> | (CH<sub>2</sub>)<sub>4</sub>CH<sub>3</sub> | 222-223 |
| I-2 | CH<sub>3</sub> | (CH<sub>2</sub>)<sub>5</sub>CH<sub>3</sub> | 193-194 |
| I-3 | CH<sub>3</sub> | (CH<sub>2</sub>)<sub>6</sub>CH<sub>3</sub> | 182-183 |
| I-4 | CH<sub>3</sub> | (CH<sub>2</sub>)<sub>7</sub>CH<sub>3</sub> | 191-192 |
| I-5 | CH<sub>3</sub> | (CH<sub>2</sub>)<sub>8</sub>CH<sub>3</sub> | 181-182 |
| I-6 | CH<sub>3</sub> | (CH<sub>2</sub>)<sub>9</sub>CH<sub>3</sub> | 187-188 |
| I-7 | CH<sub>2</sub>CH<sub>3</sub> | (CH<sub>2</sub>)<sub>7</sub>CH<sub>3</sub> | 184-185 |
| I-8 | CH<sub>2</sub>CH<sub>3</sub> | (CH<sub>2</sub>)<sub>8</sub>CH<sub>3</sub> | 178-179 |
| I-9 | CH<sub>2</sub>CH<sub>3</sub> | (CH<sub>2</sub>)<sub>9</sub>CH<sub>3</sub> | 180-181 |
| I-10 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> | (CH<sub>2</sub>)<sub>7</sub>CH<sub>3</sub> | 162-163 |
| I-11 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> | (CH<sub>2</sub>)<sub>8</sub>CH<sub>3</sub> | 161-162 |
| I-12 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> | (CH<sub>2</sub>)<sub>9</sub>CH<sub>3</sub> | 151-152 |
| I-13 | CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> | (CH<sub>2</sub>)<sub>6</sub>CH<sub>3</sub> | 152-156 |
对有害真菌的作用实施例
通过下列实验证实式I化合物的杀真菌作用：
使用溶剂：乳化剂体积比为99∶1的丙酮和/或DMSO和乳化剂Uniperol
EL 9(基于乙氧基化烷基酚的具有乳化和分散作用的润湿剂)的混合物将活性化合物制备成10ml包含25mg活性化合物的储备溶液。然后将该混合物用水配成100ml。使用所述溶剂/乳化剂/水混合物将该储备溶液稀释至下述活性化合物浓度。
应用实施例1：对由致病疫霉引起的西红柿晚疫病的活性，保护性处理
用活性化合物的含水悬浮液将盆栽西红柿植物的叶子喷雾至滴流点。第二天用致病疫霉的孢子囊含水悬浮液侵染叶子。然后将植物置于温度为18-20℃的水蒸气饱和室中。6天后未处理但侵染的对照植物上的晚疫病发展到可以肉眼测定侵染百分数的程度。
在该试验中，用250ppm化合物I-1或I-2处理的植物显示出至多10％的侵染，而未处理植物90％被侵染。
应用实施例2：对葡萄生单轴霉引起的葡萄藤霜霉病的活性，5天保护性施用
用具有下述活性化合物浓度的含水悬浮液将盆栽葡萄藤的叶子喷雾至滴流点。在施用5天后用葡萄生单轴霉的孢子囊含水悬浮液接种叶子的背侧。然后首先将葡萄藤置于24℃的水蒸气饱和室中48小时，然后再放置在20-30℃的温室中5天。在这段时间以后，再次将该植物放置在潮湿室中16小时以促进孢囊柄长出。然后肉眼确定叶子背侧的侵染发展程度。
在该试验中，用250ppm活性化合物I-1、I-2、I-10或I-13处理的植物显示出至多10％的侵染，而未处理植物80％被侵染。
Claims (10)
1.式I的三唑并嘧啶：
其中各取代基如下所定义：
R1为C1-C5烷基或C1-C10烷氧基-C1-C10烷基，
R2为C5-C12烷基，
其中R1和/或R2未被取代或被1-3个下列基团取代：
氰基、硝基、羟基、C3-C6环烷基、C1-C6烷硫基、NRaRb；
Ra、Rb为氢或C1-C6烷基。
2.根据权利要求1的式I化合物，其中R1和R2未被取代且一起具有至多14个碳原子。
3.根据权利要求1的式I化合物，其中R1为甲基、乙基、正丙基、异丙基、正丁基或正戊基，其中该碳链未被取代或被1-3个下列基团取代：氰基、硝基、羟基、C3-C6环烷基、C1-C6烷硫基、NRaRb；
Ra、Rb为氢或C1-C6烷基。
4.根据权利要求1的式I化合物，其中R2为正庚基、正辛基、正壬基或1-甲基辛基。
5.根据权利要求1的式I化合物，其为下列化合物：6-甲基-5-戊基-[1，2，4]三唑并[1，5-a]嘧啶-7-基胺；5-己基-6-甲基-[1，2，4]三唑并[1，5-a]嘧啶-7-基胺；5-庚基-6-甲基-[1，2，4]三唑并[1，5-a]嘧啶-7-基胺；6-甲基-5-辛基-[1，2，4]三唑并[1，5-a]嘧啶-7-基胺；6-甲基-5-壬基-[1，2，4]三唑并[1，5-a]嘧啶-7-基胺；6-乙基-5-辛基-[1，2，4]三唑并[1，5-a]嘧啶-7-基胺；6-乙基-5-壬基-[1，2，4]三唑并[1，5-a]嘧啶-7-基胺；5-癸基-6-乙基-[1，2，4]三唑并[1，5-a]嘧啶-7-基胺；5-辛基-6-丙基-[1，2，4]三唑并[1，5-a]嘧啶-7-基胺；5-壬基-6-丙基-[1，2，4]三唑并[1，5-a]嘧啶-7-基胺；5-癸基-6-丙基-[1，2，4]三唑并[1，5-a]嘧啶-7-基胺。
6.一种制备根据权利要求1-5中任一项的式I化合物的方法，其中使式II的β-酮酯：
其中R为C1-C4烷基，与式III的3-氨基-1，2，4-三唑反应：
得到式IV的7-羟基三唑并嘧啶：
将式IV化合物卤化，得到式V的化合物：
其中Hal为氯或溴，并使式V化合物与氨反应，
其中，式II、式IV和式V中的基团R1和R2如权利要求1-5任一项中的定义。
7.一种制备根据权利要求1-5中任一项的式I化合物的方法，其中使式VI的酰基氰化物：
与如权利要求6的式III的3-氨基-1，2，4-三唑反应，其中式VI中的基团R1和R2如权利要求1-5任一项中的定义。
8.一种杀真菌组合物，包含固体或液体载体和根据权利要求1-5中任一项的式I化合物。
9.一种通过以1-1000g/100kg种子的量施用根据权利要求1-5中任一项的式I化合物而处理种子的方法。
10.一种防治植物病原性有害真菌的方法，其中用有效量的根据权利要求1-5中任一项的式I化合物处理真菌或需要防止真菌侵袭的材料、植物、土壤或种子。
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| DE102004012021.8 | 2004-03-10 | ||
| PCT/EP2005/002425 WO2005087771A2 (de) | 2004-03-10 | 2005-03-08 | 5,6-dialkyl-7-amino-triazolopyrimidine, verfahren zu ihrer herstellung und ihre verwendung zur bekämpfung von schadpilzen sowie sie enthaltende mittel |
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| CN2005800073961A Expired - Fee Related CN1930168B (zh) | 2004-03-10 | 2005-03-08 | 5,6-二烷基-7-氨基三唑并嘧啶、其制备及其在防治致病性真菌中的用途以及包含这些化合物的组合物 |
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| US20080119493A1 (en) * | 2004-03-10 | 2008-05-22 | Basf Aktiengesellschaft | 5,6-Dialkyl-7-Aminotriazolopyrimidines, their Preparation and their Use for Controlling Harmful Fungi, and Compositions Comprising these Compounds |
| BRPI0508281B1 (pt) * | 2004-03-10 | 2015-04-14 | Basf Ag | Compostos, processo para a preparação dos mesmos, agente fungicida, semente, e, processo para o combate de fungos nocivos fitopatogênicos |
| DE502005009861D1 (de) * | 2004-03-10 | 2010-08-19 | Basf Se | 5,6-dialkyl-7-amino-triazolopyrimidine, verfahren zu ihrer herstellung und ihre verwendung zur bekämpfung von schadpilzen sowie sie enthaltende mittel |
| DE102005007160A1 (de) * | 2005-02-16 | 2006-08-24 | Basf Ag | Pyrazolcarbonsäureanilide, Verfahren zu ihrer Herstellung und sie enthaltende Mittel zur Bekämpfung von Schadpilzen |
| TW200640927A (en) * | 2005-03-01 | 2006-12-01 | Basf Ag | 5,6-Dialkyl-7-aminoazolopyrimidines, their preparation and their use for controlling harmful fungi, and compositions comprising these compounds |
| EP1856119A1 (de) * | 2005-03-01 | 2007-11-21 | Basf Aktiengesellschaft | 5,6-dialkyl-7-amino-azolopyrimidine, verfahren zu ihrer herstellung und ihre verwendung zur bekämpfung von schadpilzen sowie sie enthaltende mittel |
| WO2006092413A1 (de) * | 2005-03-01 | 2006-09-08 | Basf Aktiengesellschaft | 5,6-dialkyl-7-amino-azolopyrimidine, verfahren zu ihrer herstellung und ihre verwendung zur bekämpfung von schadpilzen sowie sie enthaltende mittel |
| EP1856122A2 (de) * | 2005-03-02 | 2007-11-21 | Basf Aktiengesellschaft | 2-substituierte 7-amino-azolopyrimidine, verfahren zu ihrer herstellung und ihre verwendung zur bekämpfung von schadpilzen sowie sie enthaltende mittel |
| CN103155942B (zh) * | 2005-07-27 | 2015-10-28 | 巴斯夫欧洲公司 | 基于唑并嘧啶基胺的杀真菌混合物 |
| WO2007113136A1 (de) * | 2006-03-30 | 2007-10-11 | Basf Aktiengesellschaft | Verwendung von substituierten riazolopyrimidinen zur bekämpfung von phyto pathogenen schadpilzen |
| KR20090057126A (ko) | 2006-09-18 | 2009-06-03 | 바스프 에스이 | 안트라닐아미드 살충제 및 살진균제를 포함하는 살충 혼합물 |
| WO2008055882A1 (en) | 2006-11-10 | 2008-05-15 | Basf Se | Crystalline modification of fipronil |
| BRPI0718720A2 (pt) | 2006-11-10 | 2013-12-03 | Basf Se | Fipronil sólido, processo para preparar a modificação cristalina v, mistura pesticida ou parasiticida sinergística, composição pesticida ou parasiticida, uso do fipronil sólido ou da mistura ou da composição, métodos para controlar pragas, para proteger uma planta da infestação e ataque por pragas e para protefer semente e para tratar, controlar, previnir ou proteger animais contra infestação ou infecção por parasitas, semente, e, processo para preparar uma composição para tratar, controlar, prevenir ou proteger animais contra infestação ou infecção por parasitas. |
| UA110598C2 (uk) | 2006-11-10 | 2016-01-25 | Басф Се | Спосіб одержання кристалічної модифікації фіпронілу |
| PT2083629E (pt) | 2006-11-10 | 2011-09-01 | Basf Se | Modificação cristalina de fipronil |
| EA015688B1 (ru) | 2007-01-19 | 2011-10-31 | Басф Се | Фунгицидные смеси из анилидов 1-метилпиразол-4-илкарбоновой кислоты и азолопиримидиниламинов |
| WO2008092836A2 (en) * | 2007-01-30 | 2008-08-07 | Basf Se | Method for improving plant health |
| MX2009007207A (es) * | 2007-01-30 | 2009-08-12 | Basf Se | Mezclas pesticidas basadas en derivados de azolopirimidinilaminas e insecticidas. |
| KR20090108734A (ko) | 2007-02-06 | 2009-10-16 | 바스프 에스이 | 살충 혼합물 |
| WO2009037242A2 (en) | 2007-09-20 | 2009-03-26 | Basf Se | Combinations comprising a fungicidal strain and an active compound |
| JP2013523609A (ja) | 2010-03-26 | 2013-06-17 | ビーエーエスエフ ソシエタス・ヨーロピア | アゾロピリミジニルアミン類に基づく殺菌混合物 |
| CN102946734A (zh) | 2010-04-20 | 2013-02-27 | 巴斯夫欧洲公司 | 包含唑嘧菌胺和四唑肟衍生物的杀真菌混合物 |
| WO2011138345A2 (en) | 2010-05-06 | 2011-11-10 | Basf Se | Fungicidal mixtures based on gallic acid esters |
| EA201300731A1 (ru) | 2010-12-20 | 2014-01-30 | Басф Се | Пестицидно активные смеси, которые содержат соединения пиразола |
| US20140200136A1 (en) | 2011-09-02 | 2014-07-17 | Basf Se | Agricultural mixtures comprising arylquinazolinone compounds |
| BR122019015137B1 (pt) | 2012-06-20 | 2020-04-07 | Basf Se | mistura pesticida, composição, composição agrícola, métodos para o combate ou controle das pragas de invertebrados, para a proteção dos vegetais em crescimento ou dos materias de propagação vegetal, para a proteção de material de propagação vegetal, uso de uma mistura pesticida e métodos para o combate dos fungos fitopatogênicos nocivos e para proteger vegetais de fungos fitopatogênicos nocivos |
| CN113906038A (zh) * | 2019-06-04 | 2022-01-07 | 3M创新有限公司 | 多官能氟化化合物、由该化合物制成的氟化聚合物以及相关方法 |
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| US20080119493A1 (en) * | 2004-03-10 | 2008-05-22 | Basf Aktiengesellschaft | 5,6-Dialkyl-7-Aminotriazolopyrimidines, their Preparation and their Use for Controlling Harmful Fungi, and Compositions Comprising these Compounds |
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- 2005-03-08 WO PCT/EP2005/002425 patent/WO2005087771A2/de not_active Application Discontinuation
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| EP0141317A2 (de) * | 1983-10-21 | 1985-05-15 | BASF Aktiengesellschaft | 7-Amino-azolo[1,5-a]-pyrimidine und diese enthaltende Fungizide |
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| CN1930168A (zh) | 2007-03-14 |
| WO2005087771A3 (de) | 2005-12-01 |
| JP2011046721A (ja) | 2011-03-10 |
| UY28797A1 (es) | 2005-10-31 |
| TW200539808A (en) | 2005-12-16 |
| CN1930167A (zh) | 2007-03-14 |
| US20070179061A1 (en) | 2007-08-02 |
| ZA200608382B (en) | 2008-07-30 |
| US7501383B2 (en) | 2009-03-10 |
| PE20051164A1 (es) | 2006-02-14 |
| BRPI0508330A (pt) | 2007-07-24 |
| AR048028A1 (es) | 2006-03-22 |
| IL177441A0 (en) | 2006-12-10 |
| WO2005087771A2 (de) | 2005-09-22 |
| EP1725559A2 (de) | 2006-11-29 |
| JP2007527885A (ja) | 2007-10-04 |
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