CN1358173A - 杂环二羧酸二酰胺衍生物,农业和园艺杀虫剂以及使用它们的方法 - Google Patents

杂环二羧酸二酰胺衍生物,农业和园艺杀虫剂以及使用它们的方法 Download PDF

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CN1358173A
CN1358173A CN00809381A CN00809381A CN1358173A CN 1358173 A CN1358173 A CN 1358173A CN 00809381 A CN00809381 A CN 00809381A CN 00809381 A CN00809381 A CN 00809381A CN 1358173 A CN1358173 A CN 1358173A
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alkyl
halo
alkoxyl
sulfenyl
sulfinyl
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胜平健
古谷敬
后藤诚
远西正范
高石日出男
坂田和之
森本雅之
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Nihon Nohyaku Co Ltd
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Nihon Nohyaku Co Ltd
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Abstract

用通式(I)表示的杂环二羧酸二酰胺衍生物,其中R1,R2和R3各表示H,任选卤化的C3-6环烷基等;Het表示5-或6-元杂环;X和Y各表示卤代氰基,硝基,任选卤化的C3-6环烷基,任选取代的苯基,任选取代的杂环等;n是0-3;m是1-5;Z1和Z2各表示O或S;和B1-B4各表示C或N。具有对害虫如小菜蛾和斜纹夜蛾的优异控制效果的农业/园艺杀虫剂。

Description

杂环二羧酸二酰胺衍生物,农业和园艺 杀虫剂以及使用它们的方法
技术领域
本发明涉及杂环二羧酸二酰胺衍生物,含有任何所述化合物作为活性成分的农业和园艺杀虫剂以及它们的用法。
背景技术
JP-A-6-25190,JP-A-9-323974,WO9944992,JP-A-12-7661,JP-A-12-103708等公开了构成本发明的杂环二羧酸二酰胺衍生物一部分的化合物,但全然没有描述或建议所公开的化合物作为农业和园艺杀虫剂的可用性。
本发明人深入调查以便开发新型农业和园艺杀虫剂,结果发现用本发明的通式(I)表示的杂环二羧酸二酰胺衍生物是没有在任何文献中已知的新型化合物,不仅这些化合物,而且在现有技术中公开的化合物能够用于新型用途,从而已经完成了本发明。
本发明的公开
本发明涉及用通式(I)表示的杂环二羧酸二酰胺衍生物:
Figure A0080938100161
{其中R1,R2和R3可以是相同或不同的,是氢原子,(C3-C6)环烷基,卤代(C3-C6)环烷基或-A1-(R4)r(其中A1是(C1-C8)亚烷基,(C3-C6)亚烯基或(C3-C6)亚炔基,R4可以是相同或不同的,是氢原子;卤素原子;氰基;硝基;卤代(C1-C6)烷基;(C3-C6)环烷基;卤代(C3-C6)环烷基;(C1-C6)烷氧基羰基;二(C1-C6)烷氧基磷酰基,它的(C1-C6)烷氧基可以是相同或不同的;二(C1-C6)烷氧基硫代磷酰基,它的(C1-C6)烷氧基可以是相同或不同的;二苯基膦基;二苯基膦酰基;苯基;具有一个或者多个取代基的取代苯基,这些取代基可相同或不同,选自卤素原子,(C1-C6)烷基,卤代(C1-C6)烷基,(C1-C6)烷氧基,卤代(C1-C6)烷氧基,(C1-C6)烷基硫基,卤代(C1-C6)烷基硫基,(C1-C6)烷基亚硫酰基,卤代(C1-C6)烷基亚硫酰基,(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;杂环基;具有一个或者多个取代基的取代杂环基,这些取代基可相同或不同,选自卤素原子,(C1-C6)烷基,卤代(C1-C6)烷基,(C1-C6)烷氧基,卤代(C1-C6)烷氧基,(C1-C6)烷基硫基,卤代(C1-C6)烷基硫基,(C1-C6)烷基亚硫酰基,卤代(C1-C6)烷基亚硫酰基,(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;或者-A2-R5(其中A2是-O-,-S-,-SO-,-SO2-,-N(R6)-(其中R6是氢原子;(C1-C6)烷基羰基;卤代(C1-C6)烷基羰基;(C1-C6)烷氧基羰基;苯基羰基;具有一个或者多个取代基的取代苯基羰基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;苯基(C1-C4)烷氧基羰基;在环上具有一个或者多个取代基的取代苯基(C1-C4)烷氧基羰基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;(C1-C6)烷基磺酰基;或卤代(C1-C6)烷基磺酰基),-C(=O)-或-C(=NOR7)-(其中R7是氢原子;(C1-C6)烷基;卤代(C1-C6)烷基;(C3-C6)烯基;卤代(C3-C6)烯基;(C3-C6)炔基;环(C3-C6)烷基;苯基(C1-C4)烷基;或在环上具有一个或者多个取代基的取代苯基(C1-C4)烷基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基),以及R5是氢原子;(C1-C6)烷基;卤代(C1-C6)烷基;(C3-C6)烯基;卤代(C3-C6)烯基;(C3-C6)炔基;卤代(C3-C6)炔基;(C3-C6)环烷基;卤代(C3-C6)环烷基;(C1-C6)烷氧基(C1-C6)烷基;(C1-C6)烷基硫基(C1-C6)烷基;甲酰基;(C1-C6)烷基羰基;卤代(C1-C6)烷基羰基;(C1-C6)烷氧基羰基;单(C1-C6)烷基氨基羰基;二(C1-C6)烷基氨基羰基,它的(C1-C6)烷基可以是相同或不同的;单(C1-C6)烷基氨基硫代羰基;二(C1-C6)烷基氨基硫代羰基,它的(C1-C6)烷基可以是相同或不同的;二(C1-C6)烷氧基磷酰基,它的(C1-C6)烷氧基可以是相同或不同的;二(C1-C6)烷氧基硫代磷酰基,它的(C1-C6)烷氧基可以是相同或不同的;苯基;具有一个或多个取代基的取代苯基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;苯基(C1-C4)烷基;在环上具有一个或者多个取代基的取代苯基(C1-C4)烷基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;杂环基;或具有一个或者多个取代基的取代杂环基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基),r是1-4的整数),
条件是R1和R2不同时是氢原子,
R1和R2可以通过彼此结合形成4-7元环,其中该环可以含有选自氧原子、硫原子和氮原子的相同或不同的1-3个杂原子,
Het是用以下式Q1-Q22的任一个表示的杂环基:
Figure A0080938100191
(其中X可以是相同或不同的,是卤素原子;氰基;硝基;(C3-C6)环烷基;卤代(C3-C6)环烷基;三(C1-C6)烷基甲硅烷基,它的(C1-C6)烷基可以是相同或不同的;苯基;具有一个或多个取代基的取代苯基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;杂环基;具有一个或多个取代基的取代杂环基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;或者-A3-R8[其中A3是-O-,-S-,-SO-,-SO2-,-N(R6)-(其中R6如上所定义),-C(=O)-,-C(=NOR7)-(其中R7如上所定义),(C1-C6)亚烷基,卤代(C1-C6)亚烷基,(C2-C6)亚烯基,卤代(C2-C6)亚烯基,(C2-C6)亚炔基或卤代(C3-C6)亚炔基,以及R8如下所示:
(1)当A3是-O-,-S-,-SO-,-SO2-或-N(R6)-(其中R6如上所定义)时,那么R8是卤代(C3-C6)环烷基;卤代(C3-C6)环烯基;苯基;具有一个或多个取代基的取代苯基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;杂环基;具有一个或多个取代基的取代杂环基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;或者-A4-R9(其中A4是(C1-C6)亚烷基,卤代(C1-C6)亚烷基,(C3-C6)亚烯基,卤代(C3-C6)亚烯基,(C3-C6)亚炔基或卤代(C3-C6)亚炔基,和R9是氢原子;卤素原子;(C3-C6)环烷基;卤代(C3-C6)环烷基;(C1-C6)烷氧基羰基;苯基;具有一个或多个取代基的取代苯基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;或者-A5-R10(其中A5是-O-,-S-,-SO-,-SO2-或-C(=O),和R10是(C1-C6)烷基;卤代(C1-C6)烷基;(C3-C6)烯基;卤代(C3-C6)烯基;(C3-C6)环烷基;卤代(C3-C6)环烷基;苯基;具有一个或多个取代基的取代苯基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;杂环基;或者具有一个或多个取代基的取代杂环基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基)),
(2)当A3是-C(=O)-或-C(=NOR7)-(其中R7如上所定义)时,那么R8是氢原子;(C1-C6)烷基;卤代(C1-C6)烷基;(C2-C6)烯基;卤代(C2-C6)烯基;(C3-C6)环烷基;卤代(C3-C6)环烷基;(C1-C6)烷氧基;(C1-C6)烷基硫基;单(C1-C6)烷基氨基;二(C1-C6)烷基氨基,它的(C1-C6)烷基可以是相同或不同的;苯基;具有一个或者多个取代基的取代苯基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;苯基氨基;在环上具有一个或多个取代基的取代苯基氨基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;杂环基;或具有一个或者多个取代基的取代杂环基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基,和
(3)当A3是(C1-C6)亚烷基,卤代(C1-C6)亚烷基,(C2-C6)亚烯基,卤代(C2-C6)亚烯基,(C2-C6)亚炔基或卤代(C3-C6)亚炔基时,那么R8是氢原子;卤素原子;(C3-C6)环烷基;卤代(C3-C6)环烷基;(C1-C6)烷氧基羰基;三(C1-C6)烷基甲硅烷基,它的(C1-C6)烷基可以是相同或不同的;苯基;具有一个或者多个取代基的取代苯基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;杂环基;具有一个或者多个取代基的取代杂环基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;或-A6-R11(其中A6是-O-,-S-,-SO-或-SO2-,和R11是(C3-C6)环烷基;卤代(C3-C6)环烷基;苯基;具有一个或者多个取代基的取代苯基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;杂环基;具有一个或者多个取代基的取代杂环基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;或者-A7-R12(其中A7是(C1-C6)亚烷基,卤代(C1-C6)亚烷基,(C2-C6)亚烯基,卤代(C2-C6)亚烯基,(C2-C6)亚炔基或卤代(C3-C6)亚炔基,和R12是氢原子;卤素原子;(C3-C6)环烷基;卤代(C3-C6)环烷基;(C1-C6)烷氧基;卤代(C1-C6)烷氧基;(C1-C6)烷基硫基;卤代(C1-C6)烷基硫基;(C1-C6)烷基亚硫酰基;卤代(C1-C6)烷基亚硫酰基;(C1-C6)烷基磺酰基;卤代(C1-C6)烷基磺酰基;苯基;具有一个或者多个取代基的取代苯基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;苯氧基;具有一个或者多个取代基的取代苯氧基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;苯基硫基;具有一个或者多个取代基的取代苯基硫基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;杂环基;或者具有一个或者多个取代基的取代杂环基,所述取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基))],和n是0-3的整数。
X可以通过与在杂环中的相邻原子连接在一起形成稠合环,且所述稠合环可以具有一个或多个取代基,这些取代基可以是相同或不同的,选自卤素原子;(C1-C6)烷基;卤代(C1-C6)烷基;(C1-C6)烷氧基;卤代(C1-C6)烷氧基;(C1-C6)烷基硫基;卤代(C1-C6)烷基硫基;(C1-C6)烷基亚硫酰基;卤代(C1-C6)烷基亚硫酰基;(C1-C6)烷基磺酰基;卤代(C1-C6)烷基磺酰基;苯基;具有一个或者多个取代基的取代苯基,所述取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;杂环基;和具有一个或者多个取代基的取代杂环基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基,
W是O、S或N-R13(其中R13是(C1-C6)烷基;卤代(C1-C6)烷基;(C3-C6)烯基;卤代(C3-C6)烯基;(C3-C6)炔基;卤代(C3-C6)炔基;(C1-C6)烷氧基;苯基;具有一个或者多个取代基的取代苯基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;苯基(C1-C6)烷基;或者在环上具有一个或者多个取代基的取代苯基(C1-C6)烷基,所述取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基),以及p和q可以是相同或不同的,是0-1的整数),
B1、B2、B3和B4可以是相同或不同的,是碳原子或氮原子,
Y可以是相同或不同的,是卤素原子;氰基;硝基;卤代(C3-C6)环烷基;苯基;具有一个或者多个取代基的取代苯基,所述取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;杂环基;具有一个或者多个取代基的取代杂环基,这些取代基可是相同或不同的,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;或-A3-R8(其中A3和R8如以上所定义),和m是1-5的整数,
Y可以与在芳族环中的相邻碳原子连接在一起形成稠合环,且所述稠合环可以具有一个或多个可相同或不同的取代基,所述取代基选自卤素原子;(C1-C6)烷基;卤代(C1-C6)烷基;(C1-C6)烷氧基;卤代(C1-C6)烷氧基;(C1-C6)烷基硫基;卤代(C1-C6)烷基硫基;(C1-C6)烷基亚硫酰基;卤代(C1-C6)烷基亚硫酰基;(C1-C6)烷基磺酰基;卤代(C1-C6)烷基磺酰基;苯基;具有一个或者多个取代基的取代苯基,所述取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;杂环基;和具有一个或者多个取代基的取代杂环基,所述取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基,以及Z1和Z2各是氧原子或硫原子,
条件是:
(1)当Het是Q2、Q6、Q7或Q9以及B1、B2、B3和B4同时是碳原子时,那么Ym不是3-氯-2-甲基,3-氯-2,6-二乙基,5-氯-2-甲基,2,6-二乙基,4-氯-2-氟基和2-乙基-6-甲基,
(2)当Het是Q4以及B1、B2、B3和B4同时是碳原子时,那么Ym不是2,5-二氯基,2,4-二氟基,2,6-二氟基,3-氯-2-甲基,5-氯-2-甲基,5-氟-2-甲基,2,6-二甲基,2,6-二乙基,2-乙基-6-甲基,2-甲氧基-5-硝基,2-甲氧基-5-甲基,2,6-二乙氧基,3-溴-2-甲基,3-氟-2-甲基,3-碘-2-甲基,3-氰基-2-甲基,3-二氟甲氧基-2-甲基,5-氯-2-乙基,2,5-二甲基,2,3-二氯基,3-氯-2,6-二乙基,4-三氟甲基,3-甲氧基羰基-2-甲基,3-三氟甲基-2-甲基,3,5-二氯-2,6-二乙基,3,4-二氯基,3-(甲氧基羰基甲基氧)-2-甲基,2-甲基-3-硝基和4-三氟甲氧基,
(3)当Het是Q9,R2和R3同时是氢原子,Xn是2-苯基,R1是正丙基或异丙基,以及B1、B2、B3和B4同时是碳原子时,那么Ym不是4-五氟乙基-2-甲基,和
(4)当Het是Q10以及B1、B2、B3和B4同时是碳原子时,那么Ym不是5-氯-2-甲基,5-氟-2-甲基和2,5-二甲基},农业和园艺杀虫剂和它们的用法。
实施本发明的方式
在用于本发明的杂环二羧酸二酰胺衍生物的通式(I)的定义中,术语“卤素原子”是指氯原子,溴原子,碘原子或氟原子。术语“(C1-C6)烷基”是指1-6个碳原子的线性或支化烷基,如甲基、乙基、正丙基、异丙基、正丁基、异丁基、仲丁基、叔丁基、正戊基、正己基或类似物。术语“卤代(C1-C6)烷基”是指1-6个碳原子的取代线性或支化烷基,具有作为取代基的一个或多个卤素原子,这些卤素原子可以是相同或不同的。术语“卤代(C3-C6)环烷基”是指3-6个碳原子的取代脂环族烃基,具有作为取代基的一个或多个卤素原子,这些卤素原子可以是相同或不同的。术语“(C1-C8)亚烷基”是指1-8个碳原子的线性或支化亚烷基,如亚甲基,1,2-亚乙基、1,2-亚丙基、1,3-亚丙基、二甲基亚甲基、1,4-亚丁基、异亚丁基、二甲基亚乙基、1,8-亚辛基、或类似物。术语“杂环基”是指杂环基如吡啶基、N-氧化吡啶基、嘧啶基、呋喃基、四氢呋喃基、噻吩基、四氢噻吩基、四氢吡喃基、四氢噻喃基、噁唑基、异噁唑基、噁二唑基、噻唑基、异噻唑基、噻二唑基,咪唑基、三唑基、吡唑基或类似物。关于段落“R1和R2可以通过彼此相连形成4-7元环,其中该环可以含有选自氧原子、硫原子和氮原子的相同或不同的1-3个杂原子”,4-7元环包括例如氮杂环丁烷环、吡咯烷环、吡咯啉环、哌啶环、咪唑烷环、咪唑啉环、噁唑烷环、噻唑烷环、异噁唑烷环、异噻唑烷环、四氢吡啶环、哌嗪环、吗啉环、硫代吗啉环、二噁嗪环、二噻嗪环、吲哚环、苯并[b]呋喃环、苯并[b]噻吩环、喹啉环、异喹啉环、1,5-二氮杂萘环和喹喔啉环。
关于段落“X可以与在杂环中的相邻原子连在一起形成稠合环”,稠合环例如指吲哚环,苯并[b]呋喃环,苯并[b]噻吩环,喹啉环,异喹啉环,1,5-二氮杂萘环,喹喔啉环或噌啉环。
关于段落“Y可以通过与在芳族环中的相邻碳原子连接在一起形成稠合环”,稠合环是指稠合环如萘、四氢萘、茚、2,3-二氢茚、喹啉、喹唑啉、苯并二氢吡喃、异苯并二氢吡喃、吲哚、二氢吲哚、苯并二噁烷、苯并间二氧杂环戊烯、苯并呋喃、二氢苯并呋喃、苯并噻吩、二氢苯并噻吩、苯并噁唑、苯并噻唑、苯并咪唑、吲唑或类似物。
本发明通式(I)的杂环二羧酸二酰胺衍生物在一些情况下在结构式中含有不对称碳原子或不对称中心,以及在一些情况下具有光学异构体和非对映异构体。本发明包括了所有的单个光学异构体和以任意比例含有光学异构体的混合物。本发明通式(I)的杂环二羧酸二酰胺衍生物在一些情况下具有归因于结构式中的碳-碳双键或碳-氮双键的几何异构体。本发明包括了所有这些单个几何异构体和以任意比例含有几何异构体的混合物。
作为本发明通式(I)的杂环二羧酸二酰胺衍生物的优选化合物是以下化合物族,其中R1是(C1-C8)烷基,(C1-C6)烷基硫基(C1-C8)烷基,(C1-C6)烷基亚硫酰基(C1-C8)烷基或(C1-C6)烷基-磺酰基(C1-C8)烷基;R2和R3可以是相同或不同的,是氢原子或甲基;Het是用Q1、Q2、Q3或Q4表示的吡啶环;X可以是相同或不同的,是卤素原子、硝基、卤代(C1-C6)烷基、卤代(C1-C6)烷氧基或卤代(C1-C6)烷基硫基;n是0-2的整数;p是0或1的整数;B1、B2、B3和B4全部是碳原子,或B1、B2和B4全部是碳原子而B3是氮原子;Y可以是相同或不同的,是卤素原子,(C1-C6)烷基,卤代(C1-C6)烷基,卤代(C1-C6)烷氧基,卤代(C1-C6)烷基硫基或卤代(C1-C6)烷氧基卤代(C1-C6)烷氧基;关于Y的取代位置和取代基Y的数目m,取代是在相对于酰胺基结合位置的2-和3-位或2-和4-位上的二取代,或者是在相对于酰胺基的结合位置的2-、3-和4-位或2-、4-和5-位上的三取代;以及Z1和Z2各是氧原子。
更优选的化合物族是这样的化合物,其中R1是异丙基、叔丁基、甲基硫基(C3-C4)烷基、甲基-亚硫酰基(C3-C4)烷基或甲基磺酰基(C3-C4)烷基;R2和R3各自是氢原子;Het是用Q1、Q2、Q3或Q4表示的吡啶环;X是卤素原子;n是0-1的整数;p是0或1的整数;B1、B2、B3和B4全部是碳原子;Y可以是相同或不同的,是氯原子、甲基、三氟甲基、五氟乙基、七氟丙基、七氟异丙基、三氟甲氧基或1-三氟甲基-2,2,2-三氟乙氧基;关于Y的取代位置和取代基Y的数目m,取代是在相对于酰胺基的结合位置的2-和4-位上的二取代;以及Z1和Z2各是氧原子。
例如,能够通过以下图解方式表示的任何生产方法来生产本发明通式(I)的杂环二羧酸二酰胺衍生物。
生产方法1
其中R1,R2,Het,B1,B2,B3,B4,X,Y,m和n是如上所定义的那样,hal是卤素原子,以及R是(C1-C3)烷基。
能够通过在酸或碱的存在下水解通式(VIII)的二酯以获得通式(VII)的二羧酸,在脱水剂的存在下使所述二羧酸转化成酸酐(VI),在有或没有惰性溶剂的情况下使酸酐(VI)与通式(V)的取代的芳族胺反应,以获得通式(IV-1)和(IV-2)的酰胺,在分离酰胺之后或没有分离酰胺,有或没有惰性溶剂的情况下,使所述酰胺与脱水剂反应,以获得通式(III)的酰亚胺,然后,在分离该酰亚胺之后或没有分离酰亚胺,有或无惰性溶剂的情况下,分别使所述酰亚胺与通式(II-1)或通式(II-2)的胺或它的盐反应,来生产通式(I-1)的杂环二羧酸二酰胺衍生物。
(1-1)通式(VIII)--→通式(VII)
作为可用于该反应的惰性溶剂,例如能够使用水,醇(例如甲醇、乙醇和丙醇)作为水溶性溶剂,以及水和水溶性溶剂的混合溶剂。
作为用于水解的碱,能够使用碱金属的氢氧化物,如氢氧化钠、氢氧化钾等。至于所使用的碱的量,碱可以在2-10当量/当量通式(VIII)的二酯范围内适当选择的量使用。作为酸,能够使用例如无机酸如盐酸、硫酸等;和有机乳酸三氟乙酸等。酸的用量可以是相对于通式(VIII)的二酯的催化量,在0.001-0.1当量/当量二酯的范围内。
至于反应温度,反应能够在室温下进行,或者在回流所使用的惰性溶剂的同时进行。虽然反应时间根据反应的规模、反应温度等来变化,但反应可以进行在几分钟到48小时范围内适当选择的时间。
在反应完成后,通过常用方法从含有所需化合物的反应体系中分离出所需化合物,以及如果必要,通过重结晶法,蒸馏法,柱色谱法等进行纯化,从而能够生产出所需化合物。
还可能的是,使所需化合物进行后续反应,而不用在反应结束后进行分离。
(1-2)通式(VII)--→通式(VI)
作为在本反应中可使用的惰性溶剂,可以使用任何惰性溶剂,只要它不显著抑制反应的进程。例如,能够使用卤化烃,如二氯甲烷,氯仿,四氯化碳等;芳族烃如苯,甲苯,二甲苯,氯苯等;无环或环醚,如甲基溶纤剂,二乙醚,二异丙基醚,二噁烷,四氢呋喃等;和有机酸如乙酸,三氟乙酸等。这些惰性溶剂可以单独或作为它们的混合物使用。
还可以过量使用脱水剂,以便还可用作惰性溶剂。
作为脱水剂,能够使用脱水剂如乙酸酐,三氟乙酸酐等。至于这些脱水剂的用量,它们能够在1摩尔到过量摩尔数/摩尔的通式(VII)化合物的范围内适当选择的量使用,它们优选以与通式(VII)化合物的量等摩尔的量使用。
反应温度可以在室温到所用惰性溶剂的沸点范围内适当选择。当没有使用惰性溶剂时,反应在所使用的脱水剂的沸点以下进行就足够了。
虽然反应时间根据反应温度,反应规模等来变化,反应可以几分钟到48小时范围内的时间进行。
在反应结束后,通过普通方法从含有所需化合物的反应体系中分离出所需化合物,以及如果必要的话,通过重结晶法,蒸馏法,柱色谱法等纯化,从而能够生产出所需化合物。
还可能的是,使所需化合物进行后续反应,而不用在反应结束后进行分离。
(1-3)通式(VI)--→通式(IV-1)+通式(IV-2)
作为可用于本反应的惰性溶剂,可以使用任何惰性溶剂,只要它不显著抑制反应的进程。能够举例的惰性溶剂包括芳族烃如苯,甲苯,二甲苯等;卤化烃如二氯甲烷,氯仿,四氯化碳,氯苯,二氯苯等;无环或环醚如二乙醚,二噁烷,四氢呋喃等;酯如乙酸乙酯等;酰胺如二甲基甲酰胺,二甲基乙酰胺等;酸如乙酸等;二甲亚砜;1,3-二甲基-2-咪唑啉酮;和水。这些惰性溶剂可以单独或作为两种或多种的混合物使用。
因为反应是等摩尔反应,反应剂以等摩尔量使用就足够了,虽然它们的任一种可以过量使用。如果必要,反应可以在脱水条件下进行。
至于反应温度,反应能够在室温下进行,或者在回流所使用的惰性溶剂的同时进行。虽然反应时间根据反应的规模,反应温度等变化,但反应可以进行在几分钟到48小时内适当选择的时间。
在反应结束后,通过普通方法从含有所需化合物的反应体系中分离出所需化合物,以及如果必要,通过重结晶法,蒸馏法,柱色谱法等纯化,从而能够生产出所需的化合物。
还可以的是,所需化合物进行后续反应,不用在反应结束后进行分离。
(1-4)通式(IV-1)+通式(IV-2)-→通式(III)
在本反应的情况下,能够用与在(1-2)中所述相似的方式生产出所需化合物。
还可以的是,使所需化合物进行后续反应,不用在反应结束后进行分离。
(1-5)通式(III)--→通式(I-1)
作为可用于本反应的惰性溶剂,除了例如能够使用在(1-2)中举例的惰性溶剂以外,还可以使用吡啶。
因为反应是等摩尔反应,以与通式(III)的酰亚胺量等摩尔的量使用通式(II-1)的胺或通式(II-2)的胺盐就足够了,虽然胺或胺盐可以过量使用。
当在反应中使用通式(II-2)的胺盐时,碱是必要的,以便在反应体系中生产出游离胺。作为碱,能够使用无机碱或有机碱。无机碱例如包括碱金属的氢氧化物和碳酸盐,如氢氧化钠,氢氧化钾,碳酸钠和碳酸钾。有机碱例如包括三乙基胺,吡啶,4-(二甲基-氨基)吡啶和1,8-二氮杂双环[5.4.0]-7-十一碳烯。至于这些碱的用量,它们可以在1摩尔到过摩尔/摩尔的通式(II-2)的胺盐范围内适当选择的量使用。
反应温度可以在-10℃到所使用的惰性溶剂的沸点范围内适当选择,以及反应优选在0℃-150℃的范围内进行。
虽然反应时间根据反应温度,反应的规模等来变化,但反应可以进行几分钟到48小时内的时间。
在反应结束后,通过普通方法从含有所需化合物的反应体系中分离出所需化合物,以及如果必要,通过重结晶法,蒸馏法,柱色谱法等进行纯化,从而能够生产出所需化合物。
在反应中的通式(VIII)的化合物,即起始原料能够根据众所周知的方法,例如描述在以下文献中的方法来生产:J.Am.Chem.Soc.,63,1762(1941),J.Heterocyclic Chem.,21,1431(1984),J.Indian Chem.Soc.,1982,1372,J.Org.Chem.14,723(1949),Heterocycles,27.1489(1988),J.Am.Chem.Soc.,78,2220(1956),J.Prakt.Chem.,311,807(1969),Tetrahedron,36,1801(1980),JP-A-6-122684,U.S.专利3,414,580,同上3,686,171,J.Med.Chem.,27,1396(1984),J.Heterocyclic Chem.,12.1303(1975),同上15,1477(1978),同上16,1141(1979),同上17,443(1982),同上21,689(1984),Beil.,25III,2028,JP-A-52-77086,J.Am.Chem.Soc.,81,2456(1956),J.Org.Chem.,37,3224(1972),JP-A-62-175480,JP-A-62-230782,JP-A-60-69083,JP-A-60-185783,JP-A-61-109790,JP-A-62-277385,JP-A-63-295575,JP-A-63-99067,JP-A-64-75474,JP-A-64-90118,Yakugaku Zasshi,84,416(1964),Chem.and Pharm.Bull.,5,277(1957),Chem.Research(S),1989,196,Chem.Pharm.Bull.,20,(7),1513(1972),J.Heterocyclic Chem.,27,579(1990),Tetrahedron,53(42),14497(1997),同上41(7),1199(1985),Chem.Ber.,107,3036(1974),J.Heterocyclic Chem.,23,1103(1986),同上5,125(1968),J.Org.Chem.,26,468(1961)等。
生产方法2
Figure A0080938100341
其中R1,R2,Het,B1,B2,B3,B4,X,Y,Hal,m和n是如上所定义,和X′是卤素原子或硝基,条件是X不是氢原子和硝基。
能够通过在惰性溶剂的存在下使通式(III-1)的杂环二羧酸酰亚胺衍生物与对应于X的反应剂反应,以获得通式(III)的杂环二羧酸酰亚胺衍生物,以及在分离衍生物(III)之后或没有分离衍生物(III)的情况下,使所述杂环二羧酸酰亚胺衍生物(III)分别与通式(II-1)或通式(II-2)的胺或它的盐反应,生产出通式(I-1)的杂环二羧酸二酰胺衍生物。
(2-1)通式(III-1)-→通式(III)
在本反应的情况下,生产方法能够根据在J.Org.Chem.,42,3415(1977),Tetrahedron,25,5921(1969),Synthesis,1984,667,Chem.Lett.,1973,471,J.Org.Chem.,39,3318(1974),同上39,3327(1974)等中叙述的方法来进行。
(2-2)通式(III)-→通式(I-1)
在本反应的情况下,生产能够根据生产方法(1-5)来进行。
生产方法3
Figure A0080938100351
其中R1,R2,Het,B1,B2,B3,B4,X,Y,hal,m和n是如上所定义。
通过在惰性溶剂的存在下,使通式(VI-1)的杂环二羧酸酐衍生物与通式(V)的芳族胺反应,以获得通式(IV-1′)和(IV-2′)的酰胺,在分离该酰胺之后或没有分离该酰胺,有或无惰性溶剂的情况下,使所述酰胺与脱水剂反应,以获得通式(III-2)的杂环二羧酸酰亚胺衍生物,在分离或没有分离的情况下,用氢使所述杂环二羧酸酰亚胺衍生物(III-2)进行催化还原,以获得通式(III-3)的杂环二羧酸酰亚胺衍生物,在分离之后或没有分离的情况下,重氮化所述杂环二羧酸酰亚胺衍生物(III-3),将金属盐加入到其中以获得通式(III)的杂环二羧酸酰亚胺衍生物,以及然后在分离衍生物(III)或没有分离衍生物(III)的情况下,使所述杂环二羧酸酰亚胺衍生物(III)分别与通式(II-1)或通式(II-2)的胺或它的盐反应,能够生产出通式(I-1)的杂环二羧酸二酰胺衍生物。
(3-1)通式(VI-1′)-→通式(IV-1′)+通式(IV-2′)
在本反应的情况下,所需化合物能够以与在生产方法(1-3)中所述类似的方式生产。
(3-2)通式(IV-1′)+通式(IV-2′)-→通式(III-2)
在本反应的情况下,所需化合物能够以与在生产方法(1-4)中所述类似的方式生产。
(3-3)通式(III-2)-→通式(III-3)
作为可用于本反应的惰性溶剂,可以使用任何惰性溶剂,只要它不显著抑制反应的进程。能够举例的是醇如甲醇,乙醇,丙醇等;无环或环醚如二乙醚,二噁烷,四氢呋喃等;和酸如乙酸等。这些惰性溶剂可以单独或作为它们的两种或多种的混合物使用。
作为用于在反应中使用的催化还原的催化剂,能够列举钯-碳,阮内镍,钯黑和铂黑。至于催化剂的用量,催化剂可以在0.1-10wt%范围内适当选择的量使用,基于通式(III-2)的杂环二羧酸酰亚胺衍生物的重量。反应在氢气氛下进行,以及反应可以在1-10大气压范围内适当选择的氢气压下进行。
至于反应温度,反应可以在室温到所使用的惰性溶剂的回流温度下进行。虽然反应时间根据反应的规模,反应温度等来改变,它可以在几分钟到48小时的范围内适当选择。
在反应结束后,通过普通方法从含有所需化合物的反应体系中分离出所需化合物,以及如果必要,通过重结晶法,柱色谱法等进行纯化,从而能够生产出所需化合物。还可以的是,使所需化合物进行后续反应,而不用从反应体系中分离。
(3-4)通式(III-3)-→通式(III)
作为用于本反应的惰性溶剂,可以使用酸性溶剂。能够举例盐酸水溶液,氢溴酸水溶液,氢碘酸水溶液,硫酸水溶液,乙酸和三氟乙酸。这些酸性溶剂可以单独或作为它们的两种或多种的混合物使用。另外,这些酸性溶剂可以与醚如四氢呋喃,二噁烷等混合使用。
作为重氮化剂,能够例举重氮化剂如亚硝酸钠,硫酸氢亚硝酰,亚硝酸烷基酯等。至于这些重氮化剂的用量,可以通过适当选择在等于通式(III-3)的杂环二羧酸酰亚胺衍生物的量到与该衍生物相比的过量的范围内的量来进行反应。
至于反应温度,反应可以在-50℃到室温或在所使用的惰性溶剂的回流温度下进行。虽然反应时间根据反应的规模,反应温度等来改变,它可以在几分钟到48小时的范围内适当选择。
至于在生产重氮盐之后添加的金属盐,能够使用金属盐如氯化亚铜,溴化亚铜,碘化钾,氰化铜,黄原酸钾,硫醇钠等。至于金属盐的用量,反应可以通过适当选择在1当量到过当量/当量的通式(III-3)的杂环二羧酸酰亚胺衍生物范围内的量来进行。
在反应结束后,通过普通方法从含有所需化合物的反应体系中分离出所需化合物,以及如果必要,通过重结晶法,柱色谱法等进行纯化,从而生产出所需化合物。还可行的是,使所需化合物进行后续反应,而不用从反应体系中分离。
就反应来说,生产能够根据在Org.Synth.,IV,160(1963),同上III,809(1959),J.Am.Chem.Soc.,92,3520(1970)等中描述的方法来进行。
(3-5)通式(III)-→通式(I-1)
在本反应的情况下,所需化合物能够以与在生产方法(1-5)中所述类似的方式来生产。
生产方法4
其中R1,R2,Het,B1,B2,B3,B4,X,Y,hal,m和n是如上所定义的那样。
通过在惰性溶剂的存在下,使通式(III-2)的杂环二羧酸酰亚胺衍生物分别与通式(II-1)或通式(II-2)的胺或它的盐反应以获得通式(I-3)的杂环二羧酸二酰胺衍生物,在分离之后或没有分离的情况下,用氢使所述杂环二羧酸二酰胺衍生物(I-3)进行催化还原,以获得通式(I-2)的杂环二羧酸二酰胺衍生物,在分离或不分离的情况下重氮化所述杂环二羧酸二酰胺衍生物(I-2),和然后将金属盐加入到其中,能够生产出通式(I-1)的杂环二羧酸二酰胺衍生物。
(4-1)通式(III-2)-→通式(I-3)
在本反应的情况下,所需化合物能够以与在生产方法(1-5)中所述类似的方式生产。
(4-2)通式(I-3)-→通式(I-2)
关于本反应,所需化合物能够以与在生产方法(3-3)中所述类似的方式生产。
(4-3)通式(I-2)-→通式(I-1)
就本反应来说,所需化合物能够以与在生产方法(3-4)中所述类似的方式生产。
生产方法5
其中R1,R2,R3,Het,B1,B2,B3,B4,X,Y,m和n是如以上所定义的那样。
通过在惰性溶剂的存在下,使通式(VI)的杂环二羧酸酐分别与通式(II-1)或通式(II-2)的胺或它的盐反应,以获得通式(IV-3)的杂环二羧酸酰胺,以及在分离之后或没有分离的情况下,如下所示处理所述杂环二羧酸酰胺:当它的R2是氢原子时,杂环二羧酸酰胺(IV-3)在缩合剂的存在下进行缩合反应,以获得通式(IX)的化合物,以及在分离化合物(IX)或没有分离化合物(IX)的情况下,所述化合物(IX)与通式(V-1)的芳族胺在惰性溶剂的存在下反应;或者当它的R2不是氢原子时,在缩合剂的存在下杂环二羧酸酰胺(IV-3)与通式(V-1)的芳族胺进行缩合,从而能够生产出通式(I-5)或通式(I-4)的杂环二羧酸二酰胺衍生物。
另外,通过在惰性溶剂的存在下,使通式(VI)的杂环二羧酸酐与通式(V-1)的芳族胺反应,以获得通式(IV-4)的杂环二羧酸酰胺,以及在分离之后或没有分离的情况下,如下所示处理所述杂环二羧酸酰胺(IV-4):当它的R3是氢原子时,杂环二羧酸酰胺(IV-4)在缩合剂的存在下进行缩合反应,以获得通式(IX-1)的化合物,和在分离化合物(IX-1)之后或没有分离化合物(IX-1)的情况下,在惰性溶剂的存在下,所述化合物(IX-1)分别与通式(II-1)或通式(II-2)的胺或它的盐反应;或者当它的R3不是氢原子时,杂环二羧酸酰胺(IV-4)分别与通式(II-1)或通式(II-2)的胺或它的盐在缩合剂的存在下进行缩合,从而能够生产出通式(I-1)或通式(I-4)的杂环二羧酸二酰胺衍生物。
(5-1)通式(VI)-→通式(IV-3)或通式(IV-4)
关于本反应,所需化合物能够以与在生产方法(1-3)中所述类似的方式生产。
(5-2)通式(IV-3)-→通式(IX)
   或通式(IV-4)-→通式(IX-1)
在本反应的情况下,所需化合物能够根据在J.Med.Chem.,10,982(1967)中描述的方法来生产。
(5-3)通式(IV-3)或通式(IV-4)-→通式(I-4)
生产能够通过在缩合剂和惰性溶剂的存在下使通式(IV-3)或通式(IV-4)的杂环二羧酸酰胺衍生物与通式(II-1)或(II-2)或通式(V-1)的胺反应来进行。还可能的是,在如果需要的碱的存在下进行反应。
在反应中使用的惰性溶剂包括例如四氢呋喃,二乙醚,二噁烷,氯仿和二氯甲烷。作为用于反应的缩合剂,可以使用任何缩合剂,只要它能用于普通酰胺合成。缩合剂包括例如Mukaiyama试剂(碘化2-氯-N-甲基-吡啶鎓),DCC(1,3-二环己基碳化二亚胺),CDI(羰基二咪唑)和DEPC(氰基膦酸二乙酯)。至于缩合剂的用量,缩合剂可以在1摩尔到过摩尔/摩尔通式(IV-3)或通式(IV-4)的杂环二羧酸酰胺衍生物范围内适当选择的量使用。
可用于本反应的碱包括例如有机碱如三乙胺,吡啶等;和无机碱如碳酸钾。至于碱的用量,碱可以在1摩尔到过摩尔/摩尔通式(IV-3)或通式(IV-4)的杂环二羧酸酰胺衍生物的范围内适当选择的量来使用。
至于反应温度,反应可以在0℃到所使用的惰性溶剂的沸点进行。虽然反应时间根据反应的规模,反应温度等来改变,但它在几分钟到48小时的范围内。
在反应结束后,通过普通方法从含有所需化合物的反应体系中分离出所需化合物,以及如果必要,通过重结晶,柱色谱法等进行纯化,从而能够生产出所需化合物。
(5-4)通式(IX)-→通式(I-5)
   或通式(IX-1)-→通式(I-1)
在本反应的情况下,所需化合物能够用与在生产方法(1-5)中所述类似的方式生产。
生产方法6:
Figure A0080938100421
其中R,R1,R2,Het,B1,B2,B3,B4,X,Y,Hal,m和n是如上所定义的那样。
通式(I-1)的杂环二羧酸二酰胺衍生物能够通过以下步骤来生产:在有或无惰性溶剂的情况下,卤化通式(X)的杂环二羧酸酯衍生物,以获得通式(XI)的杂环二羧酸卤化物,在分离卤化物(XI)之后或没有分离卤化物(XI)的情况下,使所述杂环二羧酸卤化物(XI)与通式(V)的芳族胺在惰性溶剂和碱的存在下反应,以获得通式(IV-3)的杂环二羧酸酰胺,在分离酰胺(IV-3)之后或没有分离酰胺(IV-3),有或无惰性溶剂的情况下,水解所述杂环二羧酸酰胺(IV-3),以获得通式(IV-1)的杂环二羧酸酰胺,在分离之后或没有分离的情况下,使所述杂环二羧酸酰胺(IV-1)进行缩合反应,以获得通式(IX-1)的杂环二羧酸异酰亚胺(isoimide)衍生物,使所述杂环二羧酸异酰亚胺衍生物(IX-1)分别与通式(II-1)或通式(II-2)的胺或它的盐反应。
(6-1)通式(X)-→通式(XI)
作为可用于本反应的惰性溶剂,可以使用任何惰性溶剂,只要它不显著抑制反应的进程。能够例举的惰性溶剂包括芳族烃如苯,甲苯,二甲苯等;卤化烃如二氯甲烷,氯仿,四氯化碳等;氯化芳族烃如氯苯,二氯苯等;无环或环醚如二乙醚,二噁烷,四氢呋喃等;和酯如乙酸乙酯等。这些惰性溶剂可以单独或作为它们的两种或多种的混合物使用。
作为卤化剂,能够使用卤化剂如亚硫酰氯,三氯氧化磷,三氯化磷等。至于卤化剂的用量,卤化剂可以在1-10当量/当量的通式(X)的杂环二羧酸酯衍生物范围内适当选择的量使用。
至于反应温度,反应可以在0℃到所使用的惰性溶剂的回流温度下进行。虽然反应时间可以根据反应的规模,反应温度等来改变,它可以在几分钟到48小时范围内适当选择。
在反应完成后,通过普通方法从含有所需化合物的反应体系中分离所需化合物,以及如果必要,通过重结晶法,柱色谱法等进行纯化,从而能够生产出所需化合物。还可能的是,所需化合物进行后续反应,不用从反应体系中进行分离。
(6-2)通式(XI)-→通式(IV-3)
作为可用于本反应的惰性溶剂,例如能够使用在生产方法(1-3)中举例的惰性溶剂。
作为碱,能够使用无机碱或有机碱。作为无机碱,能够使用例如碱金属的氢氧化物,如氢氧化钠,氢氧化钾等。作为有机碱,能够使用有机碱如三乙胺,吡啶等。至于碱的用量,碱可以在0.5-3当量/当量的通式(XI)的杂环二羧酸卤化物范围内适当选择的量使用。
因为反应是等摩尔反应,反应剂以等摩尔量来使用就足够了,虽然反应可以通过适当选择通式(V)的芳族胺量在0.5-2当量/当量的通式(XI)的芳族二羧酸卤化物来进行。
至于反应温度,反应可以在0℃到所使用的惰性溶剂的回流温度下进行。虽然反应时间根据反应规模,反应温度等改变,它可以在几分钟到48小时的范围内适当选择。
在反应结束后,通过普通方法从含有所需化合物的反应体系中分离所需化合物,以及如果必要,通过重结晶法、柱色谱法等进行纯化,从而能够生产出所需化合物。还可能的是,使所需化合物进行后续反应,不用从反应体系中分离。
(6-3)通式(IV-3)-→通式(IV-1)
在本反应的情况下,所需化合物能够根据生产方法(1-1)生产。
(6-4)通式(IV-1)-→通式(IX-1)
在本反应的情况下,所需化合物能够根据生产方法(5-2)生产。
(6-5)通式(IX-1)-→通式(I-1)
在本反应的情况下,所需化合物能够根据生产方法(I-5)生产。
生产方法7
Figure A0080938100441
其中R1,R2,Het,B1,B2,B3,B4,X,Y,hal,m和n是如上所定义的那样。
通式(I-1)的杂环二羧酸二酰胺衍生物能够通过以下步骤来生产:在卤化剂的存在下卤化通式(VII)的杂环二羧酸,以获得通式(XII)的酰基卤,在有或无惰性溶剂的情况下,使所述酰基卤(XII)与通式(V)的取代芳族胺反应以分别获得通式(IX-1)和(III)的杂环二羧酸异酰亚胺和杂环二羧酸酰亚胺,和在分离所述化合物之后或没有分离所述化合物,有或无惰性溶剂的情况下,使这些化合物与通式(II-1)或通式(II-2)的胺或它的盐反应。
(7-1)通式(VII)--→通式(XII)
在本反应的情况下,所需化合物能够根据生产方法(6-1)生产。
(7-2)通式(XII)--→通式(IX-1)和(III)
在本反应的情况下,所需化合物能够以与在生产方法(6-2)中所述类似的方式生产。
(7-3)通式(IX-1)和(III)--→通式(I-1)
在本发明的情况下,所需化合物能够以与在生产方法(1-5)中所述类似的方式生产。
生产方法8:
Figure A0080938100461
其中R1,R2,Het,B1,B2,B3,B4,X,Y,hal,m和n是如上所定义的那样。
通式(I-1),(I-4)或(I-5)的杂环二羧酸二酰胺衍生物能够通过以下步骤来生产:通过使用金属试剂如丁基锂使通式(XIII-1)或通式(XIII-2)的杂环羧酸酰胺进行邻位金属化,使邻位金属化产物与二氧化碳反应以获得通式(IV-3)或通式(IV-4)的杂环二羧酸酰胺衍生物,以及用与在生产方法(5-2)到(5-4)中相同的方式处理该衍生物。
(8-1)通式(XIII-1)或通式(XIII-2)--→通式(IV-3)或通式(IV-4)
在本反应的情况下,根据在J.Org.Chem.,29,853(1964)中描述的方法通过邻位锂化,然后在-80℃到室温下引入二氧化碳以替换其中的锂来进行生产。
在反应结束后,通过普通方法从含有所需化合物的反应体系中分离所需化合物,以及如果必要,通过重结晶法,柱色谱法等进行纯化,从而能够生产所需化合物。
生产方法9
Figure A0080938100471
其中R1,R2,Het,X,Y,hal,m和n是如上所定义的那样。
反应是在杂环中的氮原子的氧化。通式(I-6)的杂环二羧酸二酰胺衍生物能够通过以下步骤来生产:在惰性溶剂的存在下使通式(III-4)的杂环二羧酸酰亚胺与氧化剂反应,以获得通式(III-5)的杂环二羧酸酰亚胺衍生物,以及在分离衍生物(III-5)之后或没有分离衍生物(III-5)的情况下,使所述杂环二羧酸酰亚胺衍生物(III-5)分别与通式(II-1)或通式(II-2)的胺或它的盐反应。
(9-1)通式(III-4)--→通式(III-5)
作为可用于本反应的惰性溶剂,可以使用任何惰性溶剂,只要它不抑制反应的进程。能够例举二氯甲烷,氯仿,四氯化碳,氯苯,水,乙酸,乙酸乙酯和三氟乙酸。这些惰性溶剂可以单独或作为它们的两种或多种的混合物使用。
作为在反应中使用的氧化剂,能够例举过氧化氢,间氯过苯甲酸和过乙酸。
至于所述反应的反应温度,反应可以在0℃到100℃下进行。虽然反应时间根据反应规模,反应温度等改变,它可以在几分钟到48小时范围内适当选择。
(9-2)通式(III-5)-→通式(I-6)
在本反应的情况下,生产能够根据生产方法(I-5)进行。
本发明通式(I)的杂环二羧酸二酰胺衍生物的典型实例在表1-33中给出,但它们决不是用来限制本发明的范围。
通式(I)表1(Z1=Z2=O,R3=H,Het=Q1,B1=B2=B3=B4=C)
No R1 R2 p Xn Ym   物理性质m.p.℃
    1234567891011   HCH3CH3CH3CH3CH3C2H5C2H5C2H5C2H5C2H5     HHHHHHHHHHH     00000000000     HHHHHHHHHHH   2-CH3-4-CF2CF34-CF32-CH3-4-Cl2-CH3-4-OCHF22-CH3-4-CF2CF32-CH3-4-OCF32-CH3-4-CF32-CH3-4-OCHF22-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF(CF3)2
表1(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  1213141516171819202122232425262728293031  C2H5C2H5n-C3H7n-C3H7n-C3H7n-C3H7C(CH3)2CH2-SCH3n-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7  C2H5C2H5HHHHHHHHHHHHHHHHHHH     000000000000000000000     H4-ClHHHHHHHHHHHHHHHHHHH 2-CH3-4-CF2CF32-CH3-4-CF2CF32-CH3-4-CF(CF3)24-CF32-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-Cl-4-CF(CF3)24-CF32-NO24-NO24-F2-CH34-CF33-CF34-CF2CF2CF34-(CF2)3CF34-OCF34-OCF2CHFOC3F7-n3-SCF3  108-111111-11464-65
表1(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  323334353637383940414243444546474849505152   CH(CH3-CH2SCH3i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHH   000000000000000000000   HHHHHHHHHHHHHHHHHHHHH   2-CH3-4-CF(CF3)24-SCH2CF34-SCF2CHF24-S(CF2)3CF34-SCF(CF3)24-SCF2CBrF24-SOCF2CBrF24-SO(CF2)3CF34-SO2CH2CF32,3-Cl22,4-Cl23,4-F22,4-(CH3)22-Cl-4-CF32-Cl-4-CF(CF3)22-Cl-4-OCF32-Br-4-OCF32-CH3-3-Cl2-CH3-4-Cl2-CH3-5-Cl2-CH3-4-Br   浆
表1(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  53545556575859606162636465666768697071727374  i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHHH     0000010000000000000000     HHHHHHHHHHHHHHHHHHHHHH     2-CH3-5-F2-CH3-4-CF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-OCF32-CH3-4-OCF2CHF22-CH3-3-OCF2CHClF2-CH3-4-OCF2CHClF2-CH3-4-CF2CBrF22-CH3-4-CF2CCl2F2-CH3-4-OCF2CHFCF32-CH3-4-OCF2CBrFCF32-CH3-4-OCF2CHFOCF32-CH3-4-SC3H7-i2-CH3-4-OCH2OCH32-CH3-4-OCH2SCH32-CH3-4-COOCH32-CH3-4-OCH2COOCH32-CH3-4-(F5-PhO)2-CH3-4-(3-CF3-PhO) 167-169188-189134-136
表1(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  757677787980818283848586878889909192939495   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHH     0000000000000000000000     HHHHHHHHHHHH4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl 2-CH3-4-(2-Cl-4-CF3-PhO)2-CH3-4-(4-Cl-Ph-CH2O)2-CH3-4-(4-Cl-PhS)2-CH3-4-(5-CF3-2-Pyr-O)2-CH3-4-(3-Cl-5-CF3-2-Pyr-O)4-(3-Cl-5-CF3-2-Pyr-S)2-CH3-4-P=O(OC2H5)22-CH3-4-OP=S(OCH3)22-CF3-4-OCHF23,5-Cl2-4-OCHF23-N=C(CF3)-NH-43-N=C(CF3)-N(CH3)-44-C4H9-n4-C4H9-t4-CF(CF3)24-CF2CF2CF34-(CF2)3CF34-OCHF24-OCF2CHFOC3F7-n4-SCH34-SOCH3
表1(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  96979899100101102103104105106107108109110111112113114115116117   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHHH     0000000000000000000000   4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl 4-SO2CH34-SCHF23-SCF33-SOCF34-SCH2CF34-SCF2CHF24-SCF2CBrF24-SCF(CF3)24-S(CF2)3CF34-SOCF(CF3)24-SO2CH2CF34-SO2CF2CHF24-COCH34-Ph2,3-Cl22,4-Cl22,4-F22-Cl-4-F2-F-4-Cl2,3,4-F32,3-(CH3)22-CH3-3-Cl
表1(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  118119120121122123124125126127128129130131132133134135136137138139   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7s-C4H9i-C4H9t-C4H9t-C4H9t-C4H9i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHHH     0000000100000000000000   4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Br4-Br4-Br     2-CH3-4-Cl2-CH3-5-Cl2-CH3-4-Br2-CH3-4-I2-CH3-4-OCH32,3-(CH3)2-4-OCH32-Cl-4-CF32-Cl-4-CF(CF3)22-CH3-4-CF32-CH3-4-CF2CF32-CH3-4-OCF2CCl32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-CH3-4-(CF2)5CF32-CH3-4-CF(CF3)22-Cl-4-OCF32-Br-4-OCF32-CH3-4-CF2CF32-Cl-4-CF32-Cl-4-CF(CF3)22-CH3-4-CF3 162-167175-180
表1(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  140141142143144145146147148149150151152153154155156157158159160161   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHHH     0000000000000000000010   4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-I4-I4-I4-I4-I4-I4-I4-I4-I4-I4-I4-I   2-CH3-4-CF2CF32-CH3-4-OCF2CCl32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-CH3-4-(CF2)5CF33-Cl-4-OCHF22-Cl-4-OCF32-Br-4-OCF32-Br-4-CF(CF3)22-CH3-3-Cl2-CH3-4-Cl2-CH3-5-Cl2-CH3-4-Br2-CH3-4-I2-CH3-4-OCH32,3-(CH3)2-4-OCH32-Cl-4-CF32-Cl-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF2CF32-CH3-4-OCF2CCl3
表1(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  162163164165166167168169170171172173174175176177178179180181182183   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHHH     0000000000000000000000   4-I4-I4-I4-I4-I4-I4-I4-I6-Cl6-Cl6-Cl6-Cl6-Cl6-Cl6-Cl6-Cl6-Cl6-Cl6-Cl6-Cl6-Cl6-Cl     2-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-CH3-4-(CF2)5CF33-Cl-4-OCHF22-Cl-4-OCF32-Br-4-OCF32-Br-4-CF(CF3)22-CH3-3-Cl2-CH3-4-Cl2-CH3-5-Cl2-CH3-4-Br2-CH3-4-I2-CH3-4-OCH32,3-(CH3)2-4-OCH32-Cl-4-CF32-Cl-4-CF(CF3)22-CH3-4-CF32-CH3-4-CF2CF32-CH3-4-OCF2CCl32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)2
表1(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  184185186187188189190191192193194195196197198199200201202203204205   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHHH     0000000000000000000000   6-Cl6-Cl6-Cl6-Cl6-Cl6-Cl6-I6-I6-I6-I6-I6-I6-I6-I6-I6-I6-I6-I6-I6-I6-I6-I   2-CH3-4-(CF2)3CF32-CH3-4-(CF2)5CF33-Cl-4-OCHF22-Cl-4-OCF32-Br-4-OCF32-Br-4-CF(CF3)22-CH3-3-Cl2-CH3-4-Cl2-CH3-5-Cl2-CH3-4-Br2-CH3-4-I2-CH3-4-OCH32,3-(CH3)2-4-OCH32-Cl-4-CF32-Cl-4-CF(CF3)22-CH3-4-CF32-CH3-4-CF2CF32-CH3-4-OCF2CCl32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-CH3-4-(CF2)5CF3
表1(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  206207208209210211212213214215216217218219   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHH     00000000000000   6-I6-I6-I6-I6-I4-I4-I4-I4-I4-I4-I4-I4-I4-I   3-Cl-4-OCHF22-Cl-4-OCF32-Br-4-OCF32-Br-4-CF(CF3)22-CH3-4-CF32-CH3-4-CF2CF32-CH3-4-OCF2CCl32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-CH3-4-(CF2)5CF33-Cl-4-OCHF22-Cl-4-OCF32-Br-4-OCF3
表2(Z1=Z2=O,R3=H,Het=Q2,
B1=B2=B3=B4=C)
No R1 R2 p Xn Ym   物理性质m.p.℃
  220221222223224225226227228229230231232233234235236237238239240   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHH   000000000000000000011     HHHHHHHHHHHHHHHHHHHHH   2-CH3-4-CF32-CH3-4-OCHF22-CH3-4-OCF32-CH3-4-OCBrF22-CH3-4-OCF2CHF22-CH3-3-OCF2CHClF2-CH3-4-OCF2CCl2F2-CH3-4-OCF2CBrF22-CH3-4-OCH2CF2CHF22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-SCF2CBrF22-CH3-4-SCH2CF2CHF22-CH3-4-SO2CH2CF2CHF22-Cl-4-CF32-Cl-4-CF(CF2)23-Cl-4-OCHF23-F-4-OCHF22-Cl-4-OCF32-CH3-4-CF2CF32-CH3-4-CF(CF3)2 234-236
表2(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
 241242243244245246247248249250251252253254255256257258259   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHH   0000000000000000000   2-Cl2-Cl2-Cl2-Cl2-Cl2-Cl2-Cl2-Cl2-Cl2-Cl2-Cl2-Cl2-Cl2-Cl2-Cl2-Cl2-Cl2-Cl2-Br   2-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-OCF2CBrFCF32-CH3-4-OCF2CHFOCF32-CH3-4-OCHF2-5-Cl2-CH3-4-OCF2CHF2-5-Cl2-CH3-4-SCHF22-CH3-4-(F5-PhO)2-CH3-4-(5-CF3-2-Pyr-O)2-CH3-4-(3-Cl-5-CF3-2-Pyr-O)2-CH3-4-P=O(OC2H5)22-CH3-4-OP=S(OCH3)22-CF3-4-OCHF23-CF3-4-OCHF23-N=C(CF3)-O-43-N=C(CF3)-NH-43-N=C(CF3)-N(CH3)-42-CH3-4-OCF32-CH3-4-CF3 315(分解)229-231
表2(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  260261262263264265266267268269270271272273274275276277278279280281   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHHH   0000000000000000000000   2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-I2-I   2-CH3-4-OCHF22-CH3-4-OCF32-CH3-4-OCBrF22-CH3-4-OCF2CHF22-CH3-3-OCF2CHClF2-CH3-4-OCF2CCl2F2-CH3-4-OCF2CBrF22-CH3-4-OCH2CF2CHF22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-SCF2CBrF22-CH3-4-SCH2CF2CHF22-CH3-4-SO2CH2CF2CHF22-Cl-4-CF32-Cl-4-CF(CF2)23-Cl-4-OCHF23-F-4-OCHF22-Cl-4-OCF32-Br-4-OCF33,5-Cl2-4-OCHF22-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF3
表2(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  282283284285286287288289290291292293294295296297298299300301302   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHH   000000000000000000000   2-I2-I2-I2-I2-I2-I2-I2-I2-I2-I2-I2-I2-I2-I2-I2-I2-I5-Cl5-Cl5-Cl5-Cl   2-CH3-4-OCH32-CH3-4-OCH2CF2CHF22,4-(CH3)2-3-OCHF22,3-(CH3)2-4-OCH32-Cl-4-OCF32-Br-4-OCF32-CH3-4-OCHF22-CH3-4-OCF32-CH3-4-OCBrF22-CH3-4-OCF2CHFCF32-CH3-4-OCF2CHClF2-CH3-4-OCF2CHF22-CH3-3-Cl-4-OCHF22,3-(CH3)2-4-OCHF22-CH3-4-SCH32-CH3-4-(3-CF3-PhO)2-CH3-4-(3-Cl-5-CF3-2-Pyr-O)2-CH3-4-(5-CF3-2-Pyr-O)-3-OCH2O-4-4-CF34-OCF3
表2(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  303304305306307308309310311312313314315316317318319320321322323324  i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHHH   0000000000000000000000   5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl   2,3-(CH3)22,4,6-(CH3)32-CH3-3-Cl2-CH3-4-Cl2-CH3-5-Cl2,3-(CH3)2-4-Cl2,4-(CH3)2-3-Cl2-C2H5-4-Cl2-CH3-4-Br2,3-(CH3)2-4-Br2-CH3-4-I2-CH3-4-F2-Cl-4-CF32-CH3-4-CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-CH3-4-OCH2CF2CHF22,4-(CH3)2-3-OCHF22,3-(CH3)2-4-OCH32-CH3-4-OCH32-Cl-4-OCF32-Br-4-OCF3
表2(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  325326327328329330331332333334335336337338339340341342343344345   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHH   000000000000000000000   5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-I5-I5-I5-I5-I5-I5-I  2-CH3-4-OCHF22-CH3-4-OCF32-CH3-4-OCBrF22-CH3-4-OCF2CHFCF32-CH3-4-OCF2CHClF2-CH3-4-OCF2CHF22,3-(CH3)2-4-OCHF22-CH3-3-Cl-4-OCHF22-CH3-4-SCH32-CH3-4-(3-CF3-PhO)2-CH3-4-(5-CF3-2-Pyr-O)2-CH3-4-(3-Cl-5-CF3-2-Pyr-O)-3-OCH2O-4-2-Cl-4-OCHF24-Cl4-Br4-I3-CF34-CF34-CF2CF2CF34-CF(CF3)2
表2(续)
No R1 R2 p Xn Ym 物理性质m.p.℃
  346347348349350351352353354355356357358359360361362363364365366367   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHHH   0000000000000000000000   5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I   4-OCF34-OCF2CHFOCF34-SCHF24-SCH2CF34-SCF2CHF24-SCF2CBrF24-SCF(CF3)24-S(CF2)3CF33,4-F22-CH3-3-Cl2-CH3-4-Cl2-CH3-5-Cl2,4-(CH3)2-3-Cl2,3-(CH3)2-4-Cl2-Cl-4-CF32-Cl-4-CF2CF32-Cl-4-CF2CF2CF32-Cl-4-CF(CF3)22-Cl-4-(CF2)3CF32-C2H5-4-CF(CF3)22-CH3-4-Br2-CH3-4-I
表2(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  368369370371372373374375376377378379380381382383384385386387388389   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHHH   0000000000000000000000   5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-Br5-Br5-Br5-Br5-Br5-Br5-Br5-Br5-Br   2-CH3-4-F2-Cl-4-CF32-CH3-3-CF32-CH3-4-CF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-CH3-4-OCH32-CH3-4-O-C3H7-i2,3-(CH3)2-4-OCH32-CH3-4-OCH2CF32-CH3-4-OCF2CBrF22-CH3-4-OCF2CCl2F3-F-4-OCHF23,5-Cl2-4-OCHF23-OCH3-4-OCHF23,4-(OCHF2)22-CH3-4-OCF32-CH3-4-OCHF22-CH3-4-OCH2CF2CHF22-CH3-4-OCBrF2
表2(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  390391392393394395396397398399400401402403404405406407408409410   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHH   000000000000000000000   5-Br5-Br5-Br5-Br5-Br5-Br5-Br5-Br5-Br5-Br2-CH32-CH32-CH32-CH32-CH32-CH32-CH32-CH32-CH32-CF32-CF3   2-CH3-4-OCF2CHF22-CH3-4-OCF2CHF2-5-Cl2-CH3-4-OCF2CHClF2-CH3-4-OCF2CHFCF32-CH3-4-OCF2CBrFCF32-CH3-4-OCF2CHFOCF32-CH3-4-OCHF2-5-Cl2-CH3-4-(F5-PhO)2-CH3-4-(3-CF3-PhO)2-CH3-4-(5-CF3-2-Pyr-O)2-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-Cl-4-(CF2)3CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-CH3-4-OCF32-CH3-4-CF2CF3
表2(续)
No R1 R2 p Xn Ym 物理性质m.p.℃
 411412413414415416417418419420421422423424425426427428429430431432 i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7  HHHHHHHHHHHHHHHHHHHHHH  0000000000000000000000 2-CF32-CF32-CF32-CF32-CF32-CF32-CF32-CF32-CF35-CH35-CH35-CH35-CH35-CH35-CH35-CH35-CH35-CH35-CF35-CF35-CF35-CF3 2-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-Cl-4-(CF2)3CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-C2H5-4-CF2CF32-Br-4-CF2CF32-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-Cl-4-(CF2)3CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)2
表2(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  433434435436437438439440   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHH   00000000   5-CF35-CF35-CF35-CF35-CF35-CF35-CF35-CF3   2-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-Cl-4-(CF2)3CF32-C2H5-4-CF2CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-Br-4-CF2CF32-Br-4-CF(CF3)2
表3(R1=CH(CH3)CH2SCH3,R3=H,Z1=Z2=O,Het=Q2,B1=B2=B3=B4=C)
No R2 p Xn Ym   物理性质m.p.℃
  441442443444445446   HHHHHH   000000     HHHHHH   2-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)2
表3(续)
No R2 p Xn Ym   物理性质m.p.℃
 447448449450451452453454455456457458459460   HHHHHHHHHHHHHH     00000000000000     HHHHHH2-Cl2-Cl5-Cl2-I2-I2-I5-I5-I 2-Cl-4-(CF2)3CF32-C2H5-4-CF2CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-Br-4-CF2CF32-Br-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF2CF32-Cl-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF2CF3
表4(R1=C(CH3)2CH2SCH3,R3=H,Z1=Z2=O,Het=Q2,B1=B2=B3=B4=C)
No R2 p Xn Ym   物理性质m.p.℃
  461462463464465466467468469470471472473474475476477478479480   HHHHHHHHHHHHHHHHHHHH   00000000000000000000   HHHHHHHHHHHH2-Cl2-Cl5-I2-I2-I2-I5-I5-I 2-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-Cl-4-(CF2)3CF32-C2H5-4-CF2CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-Br-4-CF2CF32-Br-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF2CF32-Cl-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF2CF3 148-149
表5(R2=R3=H,Z1=Z2=O,Het=Q2,p=0,B1=B2=B3=B4=C)
No R1 Xn Ym   物理性质m.p.℃
 481482483484485486487488489490491492493494495496497498499500501 CH(CH3)CH2SC2H5CH(CH3)CH2SC2H5CH(CH3)CH2SC2H5C(CH3)2CH2SOCH3CH(CH3)CH2SC2H5CH(CH3)CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SC2H5CH(CH3)CH2NHAcCH(CH3)CH2NHAcCH(CH3)CH2NHAcCH(CH3)CH2NHAcC(CH3)2CH2NHAcC(CH3)2CH2NHAcCH(CH3)C2H4OCH3CH(CH3)C2H4OCH3C(CH3)2C2H4OCH3   HHHH2-Cl2-IHHH5-Cl5-Br5-I2-Cl5-Cl5-I2-I2-Cl5-I2-Cl2-I5-I   2-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF(CH3)22-CH3-4-CF(CF3)2 180-182
表6(Z1=Z2=O,R3=H,Het=Q3,B1=B2=B3=B4=C)
No R1 R2 p Xn Ym   物理性质m.p.℃
  502503504505506507508509510511512513514515516517518519520521522   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHH   000000000000000000011     HHHHHHHHHHHHHHHHHHHHH   2-CH3-4-CF32-CH3-4-OCHF22-CH3-4-OCF32-CH3-4-OCBrF22-CH3-4-OCF2CHF22-CH3-3-OCF2CHClF2-CH3-4-OCF2CCl2F2-CH3-4-OCF2CBrF22-CH3-4-OCH2CF2CHF22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-SCF2CBrF22-CH3-4-SCH2CF2CHF22-CH3-4-SO2CH2CF2CHF22-Cl-4-CF32-Cl-4-CF(CF2)23-Cl-4-OCHF23-F-4-OCHF22-Cl-4-OCF32-CH3-4-CF2CF32-CH3-4-CF(CF3)2 206-208
表6(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
 523524525526527528529530531532533534535536537538540541542543  i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7  HHHHHHHHHHHHHHHHHHHH  00000000000000000000  2-Cl2-Cl2-Cl2-Cl2-Cl2-Cl2-Cl2-Cl2-Cl2-Cl2-Cl2-Cl2-Cl2-Cl2-Cl2-Cl2-Cl2-Cl2-Br2-Br 2-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-OCF2CBrFCF32-CH3-4-OCF2CHFOCF32-CH3-4-OCHF2-5-Cl2-CH3-4-OCF2CHF2-5-Cl2-CH3-4-SCHF22-CH3-4-(F5-PhO)2-CH3-4-(5-CF3-2-Pyr-O)2-CH3-4-(3-Cl-5-CF3-2-Pyr-O)2-CH3-4-P=O(OC2H5)22-CH3-4-OP=S(OCH3)22-CF3-4-OCHF23-CF3-4-OCHF23-N=C(CF3)-O-43-N=C(CF3)-NH-43-N=C(CF3)-N(CH3)-42-CH3-4-OCHF22-CH3-4-CF32-CH3-4-OCHF2 275-277
表6(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
 544545546547548549550551552553554555556557558559560561562563564565  i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7  HHHHHHHHHHHHHHHHHHHHHH  0000000000000000000000  2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-Br2-I2-I2-I  2-CH3-4-OCF32-CH3-4-OCBrF22-CH3-4-OCF2CHF22-CH3-3-OCF2CHClF2-CH3-4-OCF2CCl2F2-CH3-4-OCF2CBrF22-CH3-4-OCH2CF2CHF22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-SCF2CBrF22-CH3-4-SCH2CF2CHF22-CH3-4-SO2CH2CF2CHF22-Cl-4-CF32-Cl-4-CF(CF2)23-Cl-4-OCHF23-F-4-OCHF22-Cl-4-OCF32-Br-4-OCF33,5-Cl2-4-OCHF22-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-CH3-4-OCH3
表6(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
 566567568569570571572573574575576577578579580581582583584585586  i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7  HHHHHHHHHHHHHHHHHHHHH  000000000000000000000  2-I2-I2-I2-I2-I2-I2-I2-I2-I2-I2-I2-I2-I2-I2-I2-I5-Cl5-Cl5-Cl5-Cl5-Cl  2-CH3-4-OCH2CF2CHF22,4-(CH3)2-3-OCHF22,3-(CH3)2-4-OCH32-Cl-4-OCF32-Br-4-OCF32-CH3-4-OCHF22-CH3-4-OCF32-CH3-4-OCBrF22-CH3-4-OCF2CHFCF32-CH3-4-OCF2CHClF2-CH3-4-OCF2CHF22-CH3-3-Cl-4-OCHF22,3-(CH3)2-4-OCHF22-CH3-4-SCH32-CH3-4-(3-CF3-PhO)2-CH3-4-(3-Cl-5-CF3-2-Pyr-O)2-CH3-4-(5-CF3-2-Pyr-O)-3-OCH2O-4-4-CF34-OCF32,3-(CH3)2
表6(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
 587588589590591592593594595596597598599600601602603604605606607608   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHHH   0000000000000000000000   5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl   2,4,6-(CH3)32-CH3-3-Cl2-CH3-4-Cl2-CH3-5-Cl2,3-(CH3)2-4-Cl2,4-(CH3)2-3-Cl2-C2H5-4-Cl2-CH3-4-Br2,3-(CH3)2-4-Br2-CH3-4-I2-CH3-4-F2-Cl-4-CF32-CH3-4-CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-CH3-4-OCH2CF2CHF22,4-(CH3)2-3-OCHF22,3-(CH3)2-4-OCH32-CH3-4-OCH32-Cl-4-OCF32-Br-4-OCF32-CH3-4-OCHF2
表6(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
 609610611612613614615616617618619620621622623624625626627628629  i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7  HHHHHHHHHHHHHHHHHHHHH  000000000000000000000  5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-I5-I5-I5-I5-I5-I5-I5-I  2-CH3-4-OCF32-CH3-4-OCBrF22-CH3-4-OCF2CHFCF32-CH3-4-OCF2CHClF2-CH3-4-OCF2CHF22,3-(CH3)2-4-OCHF22-CH3-3-Cl-4-OCHF22-CH3-4-SCH32-CH3-4-(3-CF3-PhO)2-CH3-4-(5-CF3-2-Pyr-O)2-CH3-4-(3-Cl-5-CF3-2-Pyr-O)-3-OCH2O-4-2-Cl-4-OCHF24-Cl4-Br4-I3-CF34-CF34-CF2CF2CF34-CF(CF3)24-OCF3
表6(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
 630631632633634635636637638639640641642643644645646647648649650651  i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7  HHHHHHHHHHHHHHHHHHHHHH  0000000000000000000000  5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I  4-OCF2CHFOCF34-SCHF24-SCH2CF34-SCF2CHF24-SCF2CBrF24-SCF(CF3)24-S(CF2)3CF33,4-F22-CH3-3-Cl2-CH3-4-Cl2-CH3-5-Cl2,4-(CH3)2-3-Cl2,3-(CH3)2-4-Cl2-Cl-4-CF32-Cl-4-CF2CF32-Cl-4-CF2CF2CF32-Cl-4-CF(CF3)22-Cl-4-(CF2)3CF32-C2H5-4-CF(CF3)22-CH3-4-Br2-CH3-4-I2-CH3-4-F
表6(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  652653654655656657658659660661662663664665666667668669670671672673   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHHH   0000000000000000000000   5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-I5-Br5-Br5-Br5-Br5-Br5-Br5-Br5-Br5-Br5-Br   2-Cl-4-CF32-CH3-3-CF32-CH3-4-CF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-CH3-4-OCH32-CH3-4-O-C3H7-i2,3-(CH3)2-4-OCH32-CH3-4-OCH2CF32-CH3-4-OCF2CBrF22-CH3-4-OCF2CCl2F3-F-4-OCHF23,5-Cl2-4-OCHF23-OCH3-4-OCHF23,4-(OCHF2)22-CH3-4-OCF32-CH3-4-OCHF22-CH3-4-OCH2CF2CHF22-CH3-4-OCBrF22-CH3-4-OCF2CHF2
表6(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  674675676677678679680681682683684685686687688689690691692693694   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHH   000000000000000000000   5-Br5-Br5-Br5-Br5-Br5-Br5-Br5-Br5-Br2-CH32-CH32-CH32-CH32-CH32-CH32-CH32-CH32-CH32-CF32-CF32-CF3   2-CH3-4-OCF2CHF2-5-Cl2-CH3-4-OCF2CHClF2-CH3-4-OCF2CHFCF32-CH3-4-OCF2CBrFCF32-CH3-4-OCF2CHFOCF32-CH3-4-OCHF2-5-Cl2-CH3-4-(F5-PhO)2-CH3-4-(3-CF3-PhO)2-CH3-4-(5-CF3-2-Pyr-O)2-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-Cl-4-(CF2)3CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF3
表6(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  695696697698699700701702703704705706707708709710711712713714715716   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHHH   0000000000000000000000   2-CF32-CF32-CF32-CF32-CF32-CF32-CF32-CF35-CH35-CH35-CH35-CH35-CH35-CH35-CH35-CH35-CH35-CF35-CF35-CF35-CF35-CF3   2-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-Cl-4-(CF2)3CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-C2H5-4-CF2CF32-Br-4-CF2CF32-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-Cl-4-(CF2)3CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF3
表6(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
 717718719720721722723  i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7  HHHHHHH  0000000  5-CF35-CF35-CF35-CF35-CF35-CF35-CF3 2-Cl-4-CF(CF3)22-Cl-4-(CF2)3CF32-C2H5-4-CF2CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-Br-4-CF2CF32-Br-4-CF(CF3)2
表7(R1=CH(CH3)CH2SCH3,R3=H,Z1=Z2=O,Het=Q3,B1=B2=B3=B4=C)
No R2 p Xn Ym   物理性质m.p.℃
 724725726727728729730     HHHHHHH     0000000     HHHHHHH 2-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-Cl-4-(CF2)3CF3
表7(续)
No R2 p Xn Ym   物理性质m.p.℃
  731732733734735736737738739740741742743     HHHHHHHHHHHHH     0000000000000   HHHHH2-Cl2-Cl5-Cl2-I2-I2-I5-I5-I 2-C2H5-4-CF2CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-Br-4-CF2CF32-Br-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF2CF32-Cl-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF2CF3 237-239
表8(R1=C(CH3)2CH2SCH3,R3=H,Z1=Z2=O,Het=Q3,B1=B2=B3=B4=C)
No R2 p Xn Ym   物理性质m.p.℃
  744745746747748749750751752753754755756757758759760761762763     HHHHHHHHHHHHHHHHHHHH     00000000000000000000     HHHHHHHHHHHH2-Cl2-Cl5-I2-I2-I2-I5-I5-I 2-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-Cl-4-(CF2)3CF32-C2H5-4-CF2CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-Br-4-CF2CF32-Br-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF2CF32-Cl-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF2CF3
表9(R2=R3=H,Z1=Z2=O,Het=Q3,p=0,
B1=B2=B3=B4=C)
No R1 Xn Ym   物理性质m.p.℃
  764765766767768769770771772773774775776777778779780781782783784   CH(CH3)CH2SC2H5CH(CH3)CH2SC2H5CH(CH3)CH2SC2H5CH(CH3)CH2SC2H5CH(CH3)CH2SC2H5CH(CH3)CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SC2H5CH(CH3)CH2NHAcCH(CH3)CH2NHAcCH(CH3)CH2NHAcCH(CH3)CH2NHAcC(CH3)2CH2NHAcC(CH3)2CH2NHAcCH(CH3)C2H4OCH3CH(CH3)C2H4OCH3C(CH3)2C2H4OCH3   HHHH2-Cl2-IHHH5-Cl5-Br5-I2-Cl5-Cl5-I2-I2-Cl5-I2-Cl2-I5-I 2-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF(CH3)22-CH3-4-CF(CF3)2
表10(Z1=Z2=O,R3=H,Het=Q4,
 B1=B2=B3=B4=C)
No R1 R2 p Xn Ym   物理性质m.p.℃
  785786787788789790791792793794795796797798799800801802803804805   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7C2H5   HHHHHHHHHHHHHHHHHHHHC2H5   000000000000000000110     HHHHHHHHHHHHHHHHHHHHH  2-CH3-4-CF32-CH3-4-OCHF22-CH3-4-OCF32-CH3-4-OCBrF22-CH3-4-OCF2CHF22-CH3-3-OCF2CHClF2-CH3-4-OCF2CCl2F2-CH3-4-OCF2CBrF22-CH3-4-OCH2CF2CHF22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-SCF2CBrF22-CH3-4-SCH2CF2CHF22-CH3-4-SO2CH2CF2CHF22-Cl-4-CF32-Cl-4-CF(CF2)23-Cl-4-OCHF23-F-4-OCHF22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF3   184-185浆159-161108-110130-132
表10(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
 806807808809810811812813814815816817818819820821822823824825  n-C3H7c-C3H5n-C3H7i-C4H9i-C4H9n-C4H9i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7c-C3H5i-C3H7i-C3H7  HHHHHHHHHHHHHHHHHHHH  00000000000000000000  4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl  2-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-OCF2CBrFCF32-CH3-4-OCF2CHFOCF32-CH3-4-OCHF2-5-Cl2-CH3-4-OCF2CHF2-5-Cl2-CH3-4-SCHF22-CH3-4-(F5-PhO)2-CH3-4-(5-CF3-2-Pyr-O)2-CH3-4-(3-Cl-5-CF3-2-Pyr-O)2-CH3-4-P=O(OC2H5)22-CH3-4-OP=S(OCH3)22-CF3-4-OCHF23-CF3-4-OCHF23-N=C(CF3)-O-42-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-OCHF22-CH3-4-CF32-CH3-4-OCHF2 149-152
表10(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
 826827828829830831832833834835836837838839840841842843844845846847   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHHH   0000000000000000000000   4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-I4-I4-I   2-CH3-4-OCF32-CH3-4-OCBrF22-CH3-4-OCF2CHF22-CH3-3-OCF2CHClF2-CH3-4-OCF2CCl2F2-CH3-4-OCF2CBrF22-CH3-4-OCH2CF2CHF22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-SCF2CBrF22-CH3-4-SCH2CF2CHF22-CH3-4-SO2CH2CF2CHF22-Cl-4-CF32-Cl-4-CF(CF2)23-Cl-4-OCHF23-F-4-OCHF22-Cl-4-OCF32-Br-4-OCF33,5-Cl2-4-OCHF22-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-CH3-4-OCH3
表10(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  848849850851852853854855856857858859860861862863864865866867868   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHH   000000000000000000000   4-I4-I4-I4-I4-I4-I4-I4-I4-I4-I4-I4-I4-I4-I4-I4-I5-Cl5-Cl5-Cl5-Cl5-Cl   2-CH3-4-OCH2CF2CHF22,4-(CH3)2-3-OCHF22,3-(CH3)2-4-OCH32-Cl-4-OCF32-Br-4-OCF32-CH3-4-OCHF22-CH3-4-OCF32-CH3-4-OCBrF22-CH3-4-OCF2CHFCF32-CH3-4-OCF2CHClF2-CH3-4-OCF2CHF22-CH3-3-Cl-4-OCHF22,3-(CH3)2-4-OCHF22-CH3-4-SCH32-CH3-4-(3-CF3-PhO)2-CH3-4-(3-Cl-5-CF3-2-Pyr-O)2-Cl-4-CF32-CH3-4-CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-CH3-4-OCH2CF2CHF2
表10(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  869870871872873874875876877878879880881882883884885886887888889890   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHHH   0000000000000110000000   5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl5-Cl6-Cl6-Cl6-Cl6-Cl6-Cl4-I4-I4-I4-I4-I4-I   2,4-(CH3)2-3-OCHF22,3-(CH3)2-4-OCH32-CH3-4-OCH32-Cl-4-OCF32-Br-4-OCF32-CH3-4-OCHF22-CH3-4-OCF32-CH3-4-OCBrF22-CH3-4-OCF2CHFCF32-CH3-4-OCF2CHClF2-CH3-4-OCF2CHF22-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-CH3-4-OCH2CF2CHF22-CH3-4-OCH2CF2CHF22-CH3-4-CF(CF3)2F22-CH3-4-(CF2)3CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF2-Br-4-OCF3
表10(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  891892893894895896897898899900901902903904905906907908909910911   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHH   000000000000000000000   4-I4-I4-I4-I4-I5-I5-I5-I5-I5-I5-I5-I6-I6-I4-Br4-Br4-Br4-Br4-Br4-Br4-Br   2-CH3-4-OCHF22-CH3-4-OCF32-CH3-4-OCBrF22-CH3-4-OCF2CHFCF32-CH3-4-OCF2CHClF2-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-SCH32-CH3-4-(3-CF3-PhO)2-CH3-4-(5-CF3-2-Pyr-O)2-CH3-4-(3-Cl-5-CF3-2-Pyr-O)2-CH3-4-CF(CF3)22-Cl-4-CF2CF32-Cl-4-CF32-Cl-4-CF2CF32-Cl-4-CF2CF2CF32-Cl-4-CF(CF3)22-Cl-4-(CF2)3CF32-C2H5-4-CF(CF3)22-CH3-4-Br
表10(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  912913914916917918919920921922923924925926927928929930931932933   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHH   000000000000000000000   4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br5-Br5-Br5-Br5-Br5-Br5-Br5-Br5-Br   2-CH3-4-I2-CH3-4-F2-Cl-4-CF32-CH3-4-CF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-CH3-4-OCH32-CH3-4-O-C3H7-i2,3-(CH3)2-4-OCH32-CH3-4-OCH2CF32-CH3-4-OCF2CBrF22-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-Cl-4-(CF2)3CF32-C2H5-4-CF(CF3)2
表10(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  934935936937938939940941942943944945946947948949950951952953954955   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHHH   0000000000000000000000   5-Br6-Br6-Br6-Br6-Br6-Br6-Br6-Br6-Br6-Br6-Br4-CH34-CH34-CH34-CH34-CH34-CH34-CH34-CH34-CH34-CF34-CF3   2-F-4-CF2CF32-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-Cl-4-(CF2)3CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-C2H5-4-CF2CF32-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-Cl-4-(CF2)3CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-CH3-4-OCF32-CH3-4-CF2CF3
表10(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  956957958959960961962963964965966967968969970971972973974975976977   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHHHHHHHHHHHHHHHH   0000000000000000000000   4-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF35-CH35-CH35-CH35-CH36-CH36-CH36-CH36-CH36-CH35-CF35-CF35-CF35-CF3   2-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-Cl-4-(CF2)3CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-C2H5-4-CF2CF32-Br-4-CF2CF32-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-Cl-4-(CF2)3CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)2
表10(续)
No R1 R2 p Xn Ym   物理性质m.p.℃
  978979980981982983984985   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   HHHHHHHH   00000000   5-CF35-CF35-CF35-CF35-CF36-CF36-CF36-CF3   2-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-Cl-4-(CF2)3CF32-C2H5-4-CF2CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-Br-4-CF2CF32-Br-4-CF(CF3)2
表11(R1=CH(CH3)CH2SCH3,R3=H,Z1=Z2=O,
 Het=Q4,B1=B2=B3=B4=C)
No R2 p Xn Ym   物理性质m.p.℃
 986987988989990991     HHHHHH     000010     HHHHHH 2-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-Cl-4-CF(CF3)2 108-110浆
表11(续)
No R2 p Xn Ym   物理性质m.p.℃
  992993994995996997998999100010011002100310041005   HHHHHHHHHHHHHH   00000000000000     HHHHHH4-Cl4-Cl5-Cl4-I4-I4-I5-I5-I 2-Cl-4-(CF2)3CF32-C2H5-4-CF2CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-Br-4-CF2CF32-Br-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF2CF32-Cl-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF2CF3 237-239
表12(R1=C(CH3)2CH2SCH3,R3=H,Z1=Z2=O,
 Het=Q4,B1=B2=B3=B4=C)
No R2 p Xn Ym   物理性质m.p.℃
 10061007100810091010101110121013101410151016101710181019102010211022102310241025     HHHHHHHHHHHHHHHHHHHH     00000000000000000000     HHHHHHHHHHHH4-Cl4-Cl5-Cl4-I4-I4-I5-I5-I 2-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-Cl-4-(CF2)3CF32-C2H5-4-CF2CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-Br-4-CF2CF32-Br-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF2CF32-C1-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF2CF3
表13(R2=R3=H,Z1=Z2=O,Het=Q4,p=0,
 B1=B2=B3=B4=C)
No R1 Xn Ym   物理性质m.p.℃
 102610271028102910301031103210331034103510361037103810391040104110421043104410451046 CH(CH3)CH2SC2H5CH(CH3)CH2SC2H5CH(CH3)CH2SC2H5CH(CH3)CH2SC2H5CH(CH3)CH2SC2H5CH(CH3)CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SC2H5CH(CH3)CH2NHAcCH(CH3)CH2NHAcCH(CH3)CH2NHAcCH(CH3)CH2NHAcC(CH3)2CH2NHAcC(CH3)2CH2NHAcCH(CH3)C2H4OCH3CH(CH3)C2H4OCH3C(CH3)2C2H4OCH3   HHHH4-Cl4-IHHH5-Cl5-Br5-I4-Cl5-Cl5-I4-I4-Cl5-I4-Cl4-I5-I 2-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF(CH3)22-CH3-4-CF(CF3)2
表14(Z1=Z2=O,Het=Q4,
 B1=B2=B3=B4=C)
No R1 R2 R3 Xn Ym   物理性质m.p.℃
  104710481049105010511052105310541055105610571058   C2H5C2H5C2H5C2H5C2H5C2H5C2H5C2H5C2H5C2H5C2H5C2H5   C2H5C2H5C2H5C2H5C2H5C2H5C2H5C2H5C2H5C2H5C2H5C2H5   CH3CH3CH3CH3CH3CH3C2H5C2H5C2H5C2H5C2H5C2H5   H4-Cl4-Cl4-Cl4-I4-I4-I4-Cl4-Cl4-I4-I4-I   2-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)22-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF2CF2CF32-CH3-4-CF(CF3)22-CH3-4-(CF2)3CF32-Cl-4-CF(CF3)2
表15(Z1=Z2=O,R2=R3=H,q=0,Het=Q5,
 B1=B2=B3=B4=C)
No R1 p Xn Ym   物理性质m.p.℃
 1059106010611062106310641065106610671068106910701071107210731074107510761077 i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7  0000000000000000000     HHHHHHHHHHHH5-Cl5-Cl5-I5-I5-CH35-CH35-CF3   2-CH3-4-CF32-CH3-4-OCF32-CH3-4-OCF2CHF22-CH3-4-OCH2CF2CHF22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-SCH2CF2CHF22-CH3-4-SO2CH2CF2CHF22-Cl-4-CF(CF2)22-Cl-4-CF2CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF(CF3)2
表15(续)
No R1 p Xn Ym   物理性质m.p.℃
 107810791080108110821083108410851086108710881089 CH(CH3)CH2SCH3CH(CH3)CH2SCH3CH(CH3)CH2SC2H5CH(CH3)CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SC2H5CH(CH3)CH2NHAcCH(CH3)CH2NHAcC(CH3)2CH2NHAcC(CH3)2CH2NHAcCH(CH3)C2H4OCH3CH(CH3)C2H4OCH3  000000000000     HHHHHHHHHHHH 2-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)2
表16(Z1=Z2=O,R2=R3=H,q=0,Het=Q6,
 B1=B2=B3=B4=C)
No R1 p Xn Ym   物理性质m.p.℃
  1090109110921093109410951096109710981099110011011102110311041105110611071108   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   0000000000000000000     HHHHHHHHHHHH3-Cl6-Cl3-I6-I3-CH36-CH33-CF3 2-CH3-4-CF32-CH3-4-OCF32-CH3-4-OCF2CHF22-CH3-4-OCH2CF2CHF22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-SCH2CF2CHF22-CH3-4-SO2CH2CF2CHF22-Cl-4-CF(CF2)22-Cl-4-CF2CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF(CF3)2 191-193
表16(续)
No R1 p Xn Ym   物理性质m.p.℃
  1109111011111112111311141115111611171118111911201121   CH(CH3)CH2SOCH3CH(CH3)CH2SCH3CH(CH3)CH2SOC2H5CH(CH3)CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SOC2H5CH(CH3)CH2NHAcCH(CH3)CH2NHAcC(CH3)2CH2NHAcC(CH3)2CH2NHAcCH(CH3)C2H4OCH3CH(CH3)C2H4OCH3CH(CH3)C2H4OCH3   0000000000000     HHHHHHHHHHHHH   2-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-C2H5-4-CF(CF3)2 85-95
表17(Z1=Z2=O,R2=R3=H,q=0,Het=Q7,
 B1=B2=B3=B4=C)
No R1 p Xn Ym   物理性质m.p.℃
 1122112311241125112611271128112911301131113211331134113511361137113811391140 i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7  0000000000000000000     HHHHHHHHHHHH5-Cl6-Cl5-I6-I5-CH36-CH35-CF3 2-CH3-4-CF32-CH3-4-OCF32-CH3-4-OCF2CHF22-CH3-4-OCH2CF2CHF22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-SCH2CF2CHF22-CH3-4-SO2CH2CF2CHF22-Cl-4-CF(CF2)22-Cl-4-CF2CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF(CF3)2 204-206
表17(续)
No R1 p Xn Ym   物理性质m.p.℃
  114111421143114411451146114711481149115011511152   CH(CH3)CH2SOCH3CH(CH3)CH2SCH3CH(CH3)CH2SOC2H5CH(CH3)CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SOC2H5CH(CH3)CH2NHAcCH(CH3)CH2NHAcC(CH3)2CH2NHAcC(CH3)2CH2NHAcCH(CH3)C2H4OCH3CH(CH3)C2H4OCH3   000000000000     HHHHHHHHHHHH   2-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)2
表18(Z1=Z2=O,R2=R3=H,q=0,Het=Q8,
 B1=B2=B3=B4=C)
No R1 p Xn Ym   物理性质m.p.℃
 11531154115511561157115811591160116111621163116411651166116711681169117011711172 i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7CH(CH3)CH2-SOCH3   00000000000000000000     HHHHHHHHHHHH6-Cl6-Cl6-I6-I2-CH32-SCH36-CF3H 2-CH3-4-CF32-CH3-4-OCF32-CH3-4-OCF2CHF22-CH3-4-OCH2CF2CHF22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-SCH2CF2CHF22-CH3-4-SO2CH2CF2CHF22-Cl-4-CF(CF2)22-Cl-4-CF2CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF2CF3 192-194204-206
表18(续)
No R1 p Xn Ym   物理性质m.p.℃
  11731174117511761177117811791180118111821183   CH(CH3)CH2SCH3CH(CH3)CH2SOC2H5CH(CH3)CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SOC2H5CH(CH3)CH2NHAcCH(CH3)CH2NHAcC(CH3)2CH2NHAcC(CH3)2CH2NHAcCH(CH3)C2H4OCH3CH(CH3)C2H4OCH3   00000000000   2-SCH3HHHHHHHHHH   2-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)2   168-170
表19(Z1=Z2=O,R2=R3=H,q=0,Het=Q9,
 B1=B2=B3=B4=C)
No R1 p Xn Ym 物理性质m.p.℃
 11841185118611871188118911901191119211931194119511961197119811991200120112021203 i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7CH(CH3)CH2-SOCH3   00000000000000000000     HHHHHHHHHHHH6-Cl6-Cl6-I6-I2-CH32-SCH36-CF3H   2-CH3-4-CF32-CH3-4-OCF32-CH3-4-OCF2CHF22-CH3-4-OCH2CF2CHF22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-SCH2CF2CHF22-CH3-4-SO2CH2CF2CHF22-Cl-4-CF(CF2)22-Cl-4-CF2CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF2CF3 162-164
表19(续)
No R1 p Xn Ym   物理性质m.p.℃
 12041205120612071208120912101211121212131214 CH(CH3)CH2SCH3CH(CH3)CH2SOC2H5CH(CH3)CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SOC2H5CH(CH3)CH2NHAcCH(CH3)CH2NHAcC(CH3)2CH2NHAcC(CH3)2CH2NHAcCH(CH3)C2H4OCH3CH(CH3)C2H4OCH3  00000000000  2-SCH3HHHHHHHHHH 2-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)2  129-131
表20(Z1=Z2=O,R2=R3=H,q=0,Het=Q10,
 B1=B2=B3=B4=C)
No R1 p Xn Ym   物理性质m.p.℃
 12151216121712181219122012211222122312241225122612271228122912301231123212331234 i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7CH(CH3)CH2-SCH3   00000010000000000000    HHHHHHHHHHHH6-Cl6-Cl6-I6-I2-CH32-CH36-CF3H 2-CH3-4-CF32-CH3-4-OCF32-CH3-4-OCF2CHF22-CH3-4-OCH2CF2CHF22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-SO2CH2CF2CHF22-Cl-4-CF(CF2)22-Cl-4-CF2CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF2CF3 153-155浆
表20(续)
No R1 p Xn Ym 物理性质m.p.℃
 123512361237123812391240124112421243124412451246 CH(CH3)CH2SOCH3CH(CH3)CH2SCH3CH(CH3)CH2SOC2H5CH(CH3)CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SOC2H5CH(CH3)CH2NHAcCH(CH3)CH2NHAcC(CH3)2CH2NHAcC(CH3)2CH2NHAcCH(CH3)C2H4OCH3CH(CH3)C2H4OCH3  000000000000     HHHHHHHHHHHH 2-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)2
表21(Z1=Z2=O,R2=R3=H,Het=Q11,
B1=B2=B3=B4=C)
No R1 W Xn Ym   物理性质m.p.℃
  124712481249125012511252125312541255125612571258125912501251125212531254   i-C3H7i-C3H7t-C4H9i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7t-C4H9i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7   OOOSSSSSSSSNCH3NCH3NCH3NCH3NPhNPhNCH3   H4,5-(CH3)2HHHH4-IH4-IHH4-Cl4-IHHH4-Cl4-CH=CF-CH=CH-5     2-CH3-4-CF2CF34-OCF32-CH3-4-CF2CF32-CH3-4-OCH2CF2-CHF22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-SO2CH2CF2-CHF22-CH3-4-CF2CF32-CH3-4-CF2CF32-C2H5-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF(CF3)2   145-146148139-141164-165202-204178-180189-191
表21(续)
No R1 W Xn Ym   物理性质m.p.℃
 12551256125712581259126012611262126312641265  CH(CH3)CH2-SCH3CH(CH3)-C2H4OCH3CH(CH3)CH2-SCH3CH(CH3)CH2-SOCH3CH(CH3)CH2-SOC2H5CH(CH3)CH2-SC2H5C(CH3)2CH2-SC2H5C(CH3)2CH2-SOC2H5CH(CH3)CH2-NHAcC(CH3)2CH2-NHAcCH(CH3)-C2H4OCH3   NCH3OSSSSSSSSS  4-CH=CF-CH=CH-5HHHHHHHHHH 2-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)2   171-173
表22(Z1=Z2=O,R3=H,Het=Q11,
 B1=B2=B3=B4=C)
No R1 R2 W Xn Ym 物理性质m.p.℃
 1266126712681269  C2H5C2H5C2H5  C2H5C2H5C2H5  00SNCH3     HHH4-CH=CF-CH=CH-5   2-CH3-4-CF2CF32-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF(CF3)2 92-9381-82160-162256-258
 [2-CH3-4-CF(CF3)2]Ph  H
表23(Z1=Z2=O,R2=R3=H,Het=Q12,
B1=B2=B3=B4=C)
No R1 W Xn Ym   物理性质m.p.℃
  127012711272127312741275   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7     000SSS     HHHH2-ClH   2-CH3-4-CF34-OCF32-CH3-4-OCF2CHF22-CH3-4-OCH2CF2CHF22-CH3-4-CF2CF32-CH3-4-CF(CF3)2 170140-145
表23(续)
No R1 W Xn Ym 物理性质m.p.℃
 12761277127812791280128112821283128412851286128712881289129012911292129312941295   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7CH(CH3)CH2SCH3CH(CH3)CH2SOCH3CH(CH3)CH2SCH3CH(CH3)CH2SOC2H5CH(CH3)CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SOC2H5   SSSSSSNCH3NCH3NCH3NCH3NPhNPhNPhSSSSSSS   2-IHHHHH2-I2-IHHH2-IHHHHHHHH 2-CH3-4-CF(CF3)22-CH3-4-SO2CH2-CF2CHF22-Cl-4-CF(CF2)22-CH3-5-CF2CF32-CH3-3-CF2CF32-F-4-CF2CF32-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-Cl-4-CF2CF32-CH3-4-CF2CF32-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)2 125-130浆
表23(续)
No R1 W Xn Ym 物理性质m.p.℃
 129612971298129913001301  CH(CH3)CH2NHAcCH(CH3)CH2NHAcC(CH3)2CH2NHAcC(CH3)2CH2NHAcCH(CH3)C2H4OCH3CH(CH3)C2H4OCH3  SSSSSS     HHHHHH 2-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)2
表24(Z1=Z2=O,R3=H,Het=Q13,
B1=B2=B3=B4=C)
No R1 R2 W Xn Ym 物理性质m.p.℃
 130213031304130513061307130813091310131113121313131413151316131713181319 i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7C2H5C2H5C2H5i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7     HHHHHHHHHC2H5C2H5C2H5HHHHHH   OOOSSSSSSSSSNCH3NPhNPhNPhNCH3NCH3     H4.5-(CH3)2HHHH4-IHHHHH4-I4-IHHH4-I 2-CH3-4-CF34-OCF32-CH3-4-OCF2CHF22-CH3-4-OCH2CF2-CHF22-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-Cl-4-CF(CF2)22-CH3-4-CF2CF32-C2H5-4-CF(CF3)22-CH3-4-OCF32-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)2 134139-141159-161120-122153-155
表24(续)
No R1 R2 W Xn Ym   物理性质m.p.℃
  132013211322   i-C3H7CH(CH3)CH2-SCH3CH(CH3)CH2-SOCH3   HHH   NCH3SS   4-CH=CF-CH=CH-5HH 2-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF2CF3  195-205
表24(续)
No R1 R2 W Xn Ym 物理性质m.p.℃
 13231324132513261327132813291330133113321333 CH(CH3)CH2SCH3CH(CH3)CH2SOC2H5CH(CH3)CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SOC2H5CH(CH3)CH2NHAcCH(CH3)CH2NHAcC(CH3)2CH2NHAcC(CH3)2CH2NHAcCH(CH3)C2H4OCH3CH(CH3)C2H4OCH3  HHHHHHHHHHH  SSSSSSSSSSS  HHHHHHHHHHH 2-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)2
表25(Z1=Z2=O,R2=R3=H,Het=Q14,
B1=B2=B3=B4=C)
No R1 W Xn Ym   物理性质m.p.℃
  1334133513361337133813391340134113421343134413451346134713481349135013511352   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7     OOOSSSSSSSSSNCH3NCH3NCH3NCH3NPhNPhNPh     H3-CH3HH3-ClH3-IHHHHH3-I3-IHHH3-IH   2-CH3-4-CF34-OCF32-CH3-4-OCF2CHF22-CH3-4-OCH2CF2CHF22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-SO2CH2CF2CHF22-Cl-4-CF(CF2)22-Cl-4-CF2CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-Cl-4-CF2CF3 137-138
表25(续)
No R1 W Xn Ym 物理性质m.p.℃
 1352135313541355135613571358135913601361136213631364 CH(CH3)CH2SCH3CH(CH3)CH2SOCH3CH(CH3)CH2SCH3CH(CH3)CH2SOC2H5CH(CH3)CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SOC2H5CH(CH3)CH2NHAcCH(CH3)CH2NHAcC(CH3)2CH2NHAcC(CH3)2CH2NHAcCH(CH3)C2H4OCH3CH(CH3)C2H4OCH3  SSSSSSSSSSSSS     HHHHHHHHHHHHH 2-CH3-4-CF2CF32-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)2
表26(Z1=Z2=O,R2=R3=H,Het=Q15,
B1=B2=B3=B4=C)
No R1 W Xn Ym 物理性质m.p.℃
  1365136613671368136913701371137213731374137513761377137813791380138113821383   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7     OOOSSSSSSSSSNCH3NCH3NCH3NCH3NPhNPhNPh   H5-CH3HH5-ClH5-IHHHHH5-I5-IH5-BrH5-BrH   2-CH3-4-CF34-OCF32-CH3-4-OCF2CHF22-CH3-4-OCH2CF2CHF22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-SO2CH2CF2CHF22-Cl-4-CF(CF2)22-Cl-4-CF2CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-Cl-4-CF2CF3 134-136164-166
表26(续)
No R1 W Xn Ym   物理性质m.p.℃
 1384138513861387138813891390139113921393139413951396 CH(CH3)CH2SCH3CH(CH3)CH2SOCH3CH(CH3)CH2SCH3CH(CH3)CH2SOC2H5CH(CH3)CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SOC2H5CH(CH3)CH2NHAcCH(CH3)CH2NHAcC(CH3)2CH2NHAcC(CH3)2CH2NHAcCH(CH3)C2H4OCH3CH(CH3)C2H4OCH3  OOOOOOSSSSSSS     HHHHHHHHHHHHH 2-CH3-4-CF2CF32-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)2
表27(Z1=Z2=O,R2=R3=H,Het=Q16,
 B1=B2=B3=B4=C)
No R1 W Xn Ym   物理性质m.p.℃
  13971398139914001401140214031404140514061407140814091410141114121413141414151416   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7CH(CH3)-CH2SCH3     OOOSSSSSSSSSNCH3NCH3NCH3NCH3NPhNPhNPhO   H5-CH3HH5-ClH5-IHHHHH5-I5-IH5-BrH5-BrHH   2-CH3-4-CF34-OCF32-CH3-4-OCF2CHF22-CH3-4-OCH2CF2CHF22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-SO2CH2CF2CHF22-Cl-4-CF(CF2)22-Cl-4-CF2CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-Cl-4-CF2CF32-CH3-4-CF2CF3 165-175167-169
表27(续)
No R1 W Xn Ym 物理性质m.p.℃
 141714181419142014211422142214231424142514261427 CH(CH3)CH2SOCH3CH(CH3)CH2SCH3CH(CH3)CH2SOC2H5CH(CH3)CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SOC2H5CH(CH3)CH2NHAcCH(CH3)CH2NHAcC(CH3)2CH2NHAcC(CH3)2CH2NHAcCH(CH3)C2H4OCH3CH(CH3)C2H4OCH3  OOOOOSSSSSSS     HHHHHHHHHHHH 2-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)2
表28(Z1=Z2=O,R2=R3=H,Het=Q17,
 B1=B2=B3=B4=C)
No R1 W Xn Ym 物理性质m.p.℃
 1428142914301431143214331434143514361437143814391440144114421443144414451446 i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7     OOOSSSSSSSSSNCH3NCH3NCH3NCH3NPhNPhNPh   H3-CH3HH3-ClH3-IHHHHH3-I3-IH3-BrH3-BrH 2-CH3-4-CF34-OCF32-CH3-4-OCF2CHF22-CH3-4-OCH2CF2CHF22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-SO2CH2CF2CHF22-Cl-4-CF(CF2)22-Cl-4-CF2CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-Cl-4-CF2CF3 171-174
表28(续)
No R1 W Xn Ym 物理性质m.p.℃
 1447144814491450145114521453145414551456145714581459 CH(CH3)CH2SCH3CH(CH3)CH2SOCH3CH(CH3)CH2SCH3CH(CH3)CH2SOC2H5CH(CH3)CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SOC2H5CH(CH3)CH2NHAcCH(CH3)CH2NHAcC(CH3)2CH2NHAcC(CH3)2CH2NHAcCH(CH3)C2H4OCH3CH(CH3)C2H4OCH3  OOOOOOSSSSSSS  HHHHHHHHHHHHH 2-CH3-4-CF2CF32-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)2
表29(Z1=Z2=O,R2=R3=H,Het=Q18,
 B1=B2=B3=B4=C)
No R1 W Xn Ym 物理性质m.p.℃
  1460146114621463146414651466146714681469147014711472147314741475147614771478   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7     OOOSSSSSSSSSNCHF2NCHF2NCH3NCH3NPhNPhNPh     HHHH2-ClH2-IHHHHH2-IHH2-BrH2-BrH   2-CH3-4-CF34-OCF32-CH3-4-OCF2CHF22-CH3-4-OCH2CF2CHF22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-SO2CH2CF2CHF22-Cl-4-CF(CF2)22-Cl-4-CF2CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-Cl-4-CF2CF3 85-95
表29(续)
No R1 W Xn Ym   物理性质m.p.℃
 1479148014811482148314841485148614871488148914901491 CH(CH3)CH2SCH3CH(CH3)CH2SOCH3CH(CH3)CH2SCH3CH(CH3)CH2SOC2H5CH(CH3)CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SOC2H5CH(CH3)CH2NHAcCH(CH3)CH2NHAcC(CH3)2CH2NHAcC(CH3)2CH2NHAcCH(CH3)C2H4OCH3CH(CH3)C2H4OCH3  OOOOOOSSSSSSS     HHHHHHHHHHHHH 2-CH3-4-CF2CF32-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)2
表30(Z1=Z2=O,R2=R3=H,Het=Q19,
B1=B2=B3=B4=C)
No R1 W Xn Ym   物理性质m.p.℃
  1492149314941495149614971498149915001501150215031504150515061507150815091510   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7     OOOSSSSSSSSSNCHF2NCHF2NCH3NCH3NPhNPhNPh     HHHH2-ClH2-IHHHHH2-IHH2-BrH2-BrH   2-CH3-4-CF34-OCF32-CH3-4-OCF2CHF22-CH3-4-OCH2CF2CHF22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-SO2CH2CF2CHF22-Cl-4-CF(CF2)22-Cl-4-CF2CF32-C2H5-4-CF(CF3)22-F-4-CF2CF32-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-Cl-4-CF2CF3 70-90
表30(续)
No R1 W Xn Ym 物理性质m.p.℃
 1511151215131514151515161517151815191520152115221523 CH(CH3)CH2SCH3CH(CH3)CH2SOCH3CH(CH3)CH2SCH3CH(CH3)CH2SOC2H5CH(CH3)CH2SC2H5C(CH3)2CH2SC2H5C(CH3)2CH2SOC2H5CH(CH3)CH2NHAcCH(CH3)CH2NHAcC(CH3)2CH2NHAcC(CH3)2CH2NHAcCH(CH3)C2H4OCH3CH(CH3)C2H4OCH3  OOOOOOSSSSSSS     HHHHHHHHHHHHH 2-CH3-4-CF2CF32-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)2
表31(Z1=Z2=O,R2=R3=H,
 B1=B2=B3=B4=C)
No R1 W Het Ym   物理性质m.p.℃
  152415251526152715281529153015311532153315341535153615371538153915401541154215431544   i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7i-C3H7     OOSSNCH3NCH3NPhNPhOOSSNCH3NCH3NPhNPhOOSSNCH3   Q20Q20Q20Q20Q20Q20Q20Q20Q21Q21Q21Q21Q21Q21Q21Q21Q22Q22Q22Q22Q22   2-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)22-CH3-4-CF2CF3
表31(续)
No R1 W Het Ym   物理l性质ym.p.℃
 154515461547  i-C3H7i-C3H7i-C3H7  NCH3NPhNPh   Q22Q22Q22 2-CH3-4-CF(CF3)22-CH3-4-CF2CF32-CH3-4-CF(CF3)2
表32(Z1=Z2=O,R2=R3=H,Het=Q2,p=0,
 B1=B4=C)
No R1 Xn B2 B3 Ym 物理性质m.p.℃
 154815491550155115521553155415551556 i-C3H7C(CH3)2CH2SCH3C(CH3)2CH2SCH3i-C3H7i-C3H7i-C3H7CH(CH3)CH2SCH3C(CH3)2CH2-SOCH3CH(CH3)CH(CH3)-SCH3   HH5-ClH5-Cl5-IHHH   NNNNCCNNN   CCCNNNNCC   2-CH3-4-OCH(CF3)22-CH3-4-OCH(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF2CF34-OCH(CF3)24-OCHF22-CH3-4-OCF32-CH3-4-CF2CF3 259-260202-203
表33(Z1=Z2=O,R2=R3=H,Het=Q3,p=0,
 B1=B4=C)
No R1 Xn B2 B3 Ym 物理性质m.p.℃
 155715581559156015611562156315641565 i-C3H7C(CH3)2CH2SCH3C(CH3)2CH2SCH3i-C3H7i-C3H7i-C3H7CH(CH3)CH2SCH3C(CH3)2CH2-SOCH3CH(CH3)CH(CH3)-SCH3   HH2-ClH2-Cl2-IHHH   NNNNCCNNN   CCCNNNNCC   2-CH3-4-OCH(CF3)22-CH3-4-OCH(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF(CF3)22-CH3-4-CF2CF34-OCH(CF3)24-OCHF22-CH3-4-OCF32-CH3-4-CF2CF3
在表1至33中,“Ac”指乙酰基,“Ph”指苯基,“c-”指脂环族烃基。
含有本发明的通式(I)的杂环二羧酸二酰胺衍生物作为活性成分的农业和园艺用杀虫剂适合于控制各种害虫如农业园艺害虫,贮藏谷粒害虫,卫生虫害,线虫等,它们对水稻,果树,蔬菜,其它作物,花卉,观赏植物等造成危害。它们对例如以下各目昆虫有显著的杀虫效果:鳞翅目,包括棉褐带卷蛾(Adoxophes orana fasciata),褐带卷蛾属(Adoxophvessp.),小食心虫属(Grapholita inopinata),梨小食心虫(Grapholitamolesta),大豆食心虫(Leguminovora glycinivorella),新小卷蛾属(Olethreutes mori),茶细蛾(Caloptilia thevivora),花细蛾(Caloptilia zachrysa),金纹小潜细蛾(Phyllonorycterringoniella),梨潜皮细蛾(Spulerrina astaurota),菜粉蝶日本亚种(Piers rapae crucivora),实夜蛾属(Heliothis sp.),苹果皮小卷蛾(Laspey resia pomonella),小菜蛾(Plutella xylostella),苹果银蛾(Argyresthia conjugella),桃柱果蛾(Carposina niponensis),二化螟(Chilo suppressalis),稻纵卷叶野螟(Cnaphalocrocismedinalis),烟草粉斑螟(Ephestia elutella),桑绢野螟(Glyphodespyloalis),白禾螟属(Scirpophaga incertulas),直纹稻弄蝶(Parnaraguttata),粘虫(Pseudaletia separata),稻柱茎夜蛾(Sesamiainferens),斜纹贪夜蛾(Spodoptera litura),贪夜蛾(Spodopteraexigua)等;半翅目,包括二点叶蝉(Macrosteles fascifrons),黑尾夜蝉(Nephotettix cincticepts),褐飞虱(Nilaparvata lugens),白背飞虱(Sogatella furcifera),橘木虱(Diaphorina citri),日本葡萄粉虱(Aleurolibus taonabae),甘薯粉虱(Bemisia tabaci),温室粉虱(Trialeurodes vaporariorum),萝卜蚜(Lipaphis erysimi),桃蚜(Myzus persicae),角蜡蚜(Ceroplastes ceriferus),橘绵蚜(Pulvinaria aurantii),樟网盾蚜(Pseudaonidia duplex),圣琼斯康盾蚜(Comstockaspis perniciosa),矢尖盾蚜(Unapsis yanonensis)等;垫刃目,包括异丽金龟属(Anomala rufocuprea),日本弧丽金龟(Popillia japonica),烟草窃蠹(Lasioderma serricorne),粉蠹科(Lyctus brunneus),食植瓢虫属(Epilachna vigintiotopunctata),绿豆象(Callosobruchus chinensis),番茄象(Listroderescostirostris),玉米象(Sitophilus zeamais),花象属(Anthonomusgradis gradis),稻水象(Lissorhoptrus oryzophilus),黄守瓜(Aulacophora femoralis),水稻负泥虫(Oulema oryzae),黄曲条菜跳甲(Phyllotreta striolata),纵坑切梢小蠹(Tomicus piniperda),马铃薯叶甲(Leptinotarsa decemlineata),食植瓢虫属(Epilachnavarivestis),南瓜十二星叶甲(Diabrotica sp.)等;双翅目,包括寡鬃实蝇属(Dacus(Zeugodacus)cucurbitae),橘果实蝇(Dacus(Bactrocera)dorsalis),日本稻潜蝇(Agnomyza oryzae),葱地种蝇(Delia antigua),灰地种蝇(Delia platura),soybean pod gall midge(Asphondylia sp.),家蝇(Musca domestica),尖音库蚊(Culex pipienspipiens)等;和垫刃目,包括咖啡短体线虫(Pratylenchus coffeae),马铃薯金线虫(Globodera rostochiensis),根结线虫属(Meloidogynesp.),半穿刺线虫(Tylenchulus semipenetrans),Aphelenchussp.(Aphelenchus avenae),菊叶芽滑刃线虫(Aphelenchoidesritzemabosi)等。
含有本发明的由通式(I)表示的杂环二羧酸二酰胺衍生物的农业和园艺杀虫剂对以上列举的虫害,卫生害虫和/或线虫有显著的控制作用,这些昆虫对水田作物,旱作物,果树,蔬菜和其它作物,花卉和观赏植物等造成危害。所以,本发明的农业园艺杀虫剂的所需效果可通过以下措施来显示出来:在预计有这些害虫、卫生害虫或线虫出现的季节中,在这些害虫、卫生害虫或线虫之前或证实它们已经出现时将杀虫剂施用于水田水中,作物的杆和叶子或水田、旱田的土壤中,果树,蔬菜,其它作物或花卉和观赏植物上。
一般,本发明的农业和园艺杀虫剂是在根据制备农用化学品的通常方式制备成方便使用的形式之后使用。
即,按照适当的比例将式(I)的杂环二羧酸二酰胺衍生物和适宜的载体任选与助剂一起掺混,再经溶解、分离、悬浮、混合、浸渍、吸收或粘着制备成适合的制剂形式,如悬浮液,可乳化的浓缩物,可溶性浓缩物,可润湿的粉末,粒剂,粉剂或片剂。
用于本发明的惰性载体可以是固体或液体。作为固体载体,大豆粉,谷粉,木粉,树皮粉,锯屑,粉末状烟草茎,粉状胡桃壳,麸糠,粉状纤维素,植物的萃取残留物,粉状合成聚合物或树脂,粘土(例如高岭土、膨润土和酸性粘土),滑石(例如滑石和叶蜡石),硅石材料(例如硅藻土,硅砂,云母,白炭墨,即合成高分散硅酸,也称为粉碎水合硅石或水合硅酸,一些商购产物含有硅酸钙作为主成分),活性炭,硫粉,浮石,煅烧硅藻土,磨细砖粉,飞尘,砂,碳酸钙,磷酸钙和其它无机或矿物粉末,化学肥料如硫酸铵,磷酸铵,硝酸铵,尿素,氯化铵等,以及堆肥。这些载体能够单独或作为两种或多种载体的混合物使用。
液体载体本身具有溶解性,或者没有这种溶解性但在助剂的作用下能够分散活性成分。以下是液体载体的典型实例,能够单独或以它们的混合物使用:水;醇如甲醇,乙醇,异丙醇,丁醇和乙二醇;酮如丙酮,甲基乙基酮,甲基异丁基酮,二异丁基酮和环己酮;醚如乙醚,二噁烷,溶纤剂,二丙基醚和四氢呋喃;脂族烃如煤油和矿物油;芳族烃如苯,甲苯,二甲苯,溶剂石脑油和烷基萘;卤化烃如二氯乙烷,氯仿,四氯化碳和氯苯;酯如乙酸乙酯,邻苯二甲酸二异丙基酯,邻苯二甲酸二丁基酯和邻苯二甲酸二辛基酯;酰胺如二甲基甲酰胺,二乙基甲酰胺和二甲基乙酰胺;腈如乙腈;和二甲亚砜。
以下是助剂的典型实例,它们根据目的来使用,可以单独使用或者在一些情况下以两种或多种助剂的结合物使用,或者完全不需使用。
为了乳化、分散、溶解和/或润湿活性成分,使用表面活性剂。能够举例的表面活性剂是聚氧乙烯烷基醚,聚氧乙烯烷基芳基醚,聚氧乙烯高级脂肪酸酯,聚氧乙烯树脂酸酯,聚氧乙烯脱水山梨醇单月桂酸酯,聚氧乙烯脱水山梨醇单油酸酯,烷基芳基磺酸盐,萘-磺酸缩合产物,木质素磺酸盐和高级醇硫酸酯。
此外,为了稳定化活性成分的分散体,为了增粘和/或粘结它,可以使用助剂如酪蛋白,明胶,淀粉,甲基纤维素,羧甲基纤维素,阿拉伯树胶,聚乙烯醇,松节油,糠麸油(bran oil),膨润土和木质素磺酸盐。
为了改进固体产物的流动性,可以使用助剂如蜡,硬脂酸酯和磷酸烷基酯。
助剂如萘磺酸缩合产物和磷酸酯的缩聚物可以用作可分散产物的胶溶剂。
助剂如硅油也可以用作消泡剂。
活性成分的含量可以根据需要来改变。在粉剂或粒剂中,它的适合含量是0.01-50wt%。在可乳化的浓缩物和流动性可湿性粉剂中,适合含量也是0.01-50wt%。
本发明的农业和园艺杀虫剂可用于以下述方式控制各种虫害。即,它可照原样或在用水或类似物适当稀释或悬浮在水或类似物中之后,以有效控制虫害的量施用于虫害预期出现的作物上或者不希望虫害出现的地方。
本发明的农园艺杀虫剂的施用剂量根据各种因素如目的,所要控制的虫害,植物的生长状态,虫害出现的趋势,天气,环境条件,制剂形式,施用方法,施用地点和施用时间来改变。它可以根据目的在0.1g-10kg(就活性成分化合物而言)/10公亩的范围内适当选择。
本发明的农业和园艺杀虫剂可以与其它农业和园艺病或虫害控制剂混合使用,以便扩大可控制的病和虫害种类的谱和延长可以有效应用的时间或降低剂量。
实施例
以下描述本发明的典型实施例,但它们不应被认为限制本发明的范围。
实施例1
(1-1)N-[4-(七氟-2-丙基)-2-甲基苯基]吡啶-3,4-二甲酰亚胺的生产
在10ml的THF中,溶解1.50g的吡啶-3,4-二羧酸酐和2.75g的4-(七氟-2-丙基)-2-甲基苯胺,反应在室温下进行3小时。在反应结束后,在减压下蒸馏掉溶剂,再将20ml的三氟乙酸酐加入到所得残留物中,反应在回流下进行3小时。在反应结束后,在减压下蒸馏掉溶剂以定量获得粗N-[4-(七氟-2-丙基)-2-甲基苯基]吡啶-3,4-二甲酰亚胺。
(1-2)3-[4-(七氟-2-丙基)-2-甲基苯基]氨基羰基-4-吡啶羧酸-2-丙基酰胺(化合物No.230)和4-[4-(七氟-2-丙基)-2-甲基苯基]氨基羰基-3-吡啶羧酸-2-丙基酰胺(化合物No.512)的生产
在10ml二噁烷中溶解4.1g的N-[4-(七氟-2-丙基)-2-甲基苯基]吡啶-3,4-二甲酰亚胺,随后加入0.8g的异丙基胺,反应在室温下进行8小时。在反应结束后,在减压下蒸馏掉溶剂,使用己烷和乙酸乙酯的2∶1混合溶剂作为洗脱剂,通过硅胶柱色谱法纯化所得残留物,以获得呈白色晶体的2.1g的(化合物No.230)和1.8g的(化合物No.512)。
物理性能:
化合物No.230  m.p.234-236℃,收率45%。
化合物No.512  m.p.206-208℃,收率39%。
实施例2
(2-1)5-溴-3-[4-(七氟-2-丙基)-2-甲基苯基]氨基羰基-1-苯基-4-吡唑羧酸2-丙基酰胺(化合物No.1382)和5-溴-4-[4-(七氟-2-丙基)-2-甲基苯基]-氨基羰基-1-苯基-3-吡唑羧酸2-丙基酰胺(化合物No.1414)的生产
在10ml的亚硫酰氯中溶解500mg的5-溴-1-苯基-3,4-吡唑二羧酸,反应在回流温度下进行2小时。在反应结束后,在减压下蒸馏掉亚硫酰氯以获得粗酰基氯。将该化合物溶解在2ml的THF中,所得溶液在0℃滴加到通过将420mg的七氟-2-丙基-2-甲基苯胺和410mg的三乙胺溶解在10ml的THF中制备的溶液中。在滴加结束后,在0℃将470mg的异丙基胺加入到其中,反应在室温下进行2小时。在反应结束后,滤掉三乙胺盐酸盐,再浓缩母液。使用乙酸乙酯/正己烷作为洗脱剂,通过硅胶柱色谱法纯化所得残留物,以获得白色晶体状的360mg的5-溴-3-[4-(七氟-2-丙基)-2-甲基苯基]氨基羰基-1-苯基-4-吡唑羧酸2-丙基酰胺(化合物No.1382)和360mg的5-溴-4-[4-(七氟-2-丙基)-2-甲基苯基]-氨基羰基-1-苯基-3-吡唑羧酸2-丙基酰胺(化合物No.1414)。
物理性能:
化合物No.1381  m.p.164-166℃。收率36%。
化合物No.1412  m.p.167-169℃。收率36%。
实施例3
(3-1)2-氯-4-[4-(七氟-2-丙基)-2-甲基苯基]氨基羰基-3-吡啶羧酸的生产
在20ml的无水THF中溶解2.78g的二异丙基胺,在-78℃和氩气氛围下将18ml的正丁基锂在己烷中的溶液(1.53M)滴加到其中。所得混合物在-78℃下搅拌1小时,然后在-78℃将5.17g的2-氯-4-吡啶羧酸4-(七氟-2-丙基)-2-甲基苯胺在100ml的THF中的溶液滴加到其中。在滴加结束后,在-78℃继续搅拌2小时,再将二氧化碳气体鼓泡到其中1小时。然后,所得混合物加温到室温,再将200ml的1N盐酸加入到其中,随后用乙酸乙酯萃取。用无水硫酸镁干燥有机层,然后在减压下蒸馏以除去溶剂,从而获得了无定形固体状的4.70g(收率:82%)粗的所需化合物。该化合物在没有纯化的情况下用于后续反应。
(3-2)2-氯-4-[4-(七氟-2-丙基)-2-甲基苯基]氨基羰基-3-吡啶羧酸2-丙基酰胺(化合物No.524)的生产
在10ml的叔丁基甲基醚中溶解500mg的2-氯-4-[4-(七氟-2-丙基)-2-甲基苯基]氨基羰基-3-吡啶羧酸,随后加入340mg的三氟乙酸酐,所得混合物在室温下搅拌2小时。在用TLC确认起始原料消失之后,将330mg的异丙基胺加入到混合物中,随后在室温下搅拌另外2小时。在结束反应后,加入乙酸乙酯,反应溶液连续用水,饱和碳酸氢钠水溶液和饱和氯化钠水溶液洗涤,以及用无水硫酸镁干燥。在减压下蒸馏掉溶剂,以及使用乙酸乙酯/正己烷作为洗脱剂,通过硅胶柱色谱法纯化所得残余物,以获得白色晶体状的460mg所需化合物。
物理性能:m.p.275-277℃。收率84%。
实施例4
(4-1)N-[4-(七氟-2-丙基)-2-甲基苯基]吡啶-2,3-二甲酰亚胺-1-氧化物的生产
在25ml氯仿中溶解3.1g的N-[4-(七氟-2-丙基)-2-甲基苯基]吡啶-2,3-二甲酰亚胺,再于室温下加入5.0g的间氯过苯甲酸。在所得混合物在室温下搅拌3小时之后,将饱和碳酸氢钠水溶液加入到反应溶液中,随后用乙酸乙酯萃取。连续用水,饱和碳酸氢钠水溶液和饱和氯化钠水溶液洗涤有机层,以及用无水硫酸镁干燥。在减压下蒸馏掉溶剂,使用乙酸乙酯/正己烷作为洗脱剂,通过硅胶柱色谱法纯化所得残留物,以获得820mg(收率:84%)所需化合物。
(4-2)3-[4-(七氟-2-丙基)-2-甲基苯基]氨基羰基-2-(2-丙基)氨基羰基吡啶-N-氧化物(化合物No.804)
在10ml的THF中溶解400mg的N-[4-(七氟-2-丙基)-2-甲基苯基]吡啶-2,3-二甲酰亚胺-1-氧化物,随后加入200mg的异丙基胺,所得混合物在室温下搅拌5小时。在反应结束后,在减压下蒸馏掉溶剂,以及使用乙酸乙酯/正己烷作为洗脱剂,通过硅胶柱色谱法纯化所得残余物,以获得白色晶体状的290mg的所需化合物。
物理性能:m.p.108-110℃。收率63%。
以下描述了本发明的典型配方实施例和试验实施例,但它们不应被认为限制本发明的范围。
在配方实施例中,份均按重量计。
配方实施例1
在表1-33中列举的各化合物                  50份
二甲苯                                    40份
聚氧乙烯壬基苯基醚和烷基苯磺酸钙的混合物  10份
通过均匀混合以上成分以进行溶解来制备可乳化的浓缩物。
配方实施例2
在表1-33中列举的各化合物                  3份
粘土粉末                                  82份
硅藻土粉末                                15份
通过均匀混合和研磨以上成分来制备粉剂。
配方实施例3
在表1-33中列举的各化合物                  5份
膨润土和粘土的混合粉末                    90份
木质素磺酸钙                              5份
通过均匀混合以上成分,再将所得混合物与适合量的水一起捏合,随后造粒和干燥,来制备粒剂。
配方实施例4
在表1-33中列举的各化合物                  20份
高岭土和合成高分散硅酸                    75份
聚氧乙烯壬基苯基醚和烷基苯磺酸钙的混合物  5份
通过均匀混合和研磨以上组分来制备可湿性粉剂。
试验实施例1
对小菜蛾(Plutella xylostella)的杀虫效果
释放成年小菜蛾,使其在白菜幼苗上排卵。在释放后2天,有卵沉积在其上的幼苗在通过稀释含有在表1-33中列举的各化合物作为活性成分的制剂以调节浓度到500ppm而制备的液体化学品中浸渍30秒钟。在风干之后,让幼苗在恒温于25℃的室中放置。在该液体化学品中浸渍之后的第6天,计数孵化的昆虫,再根据以下等式计算死亡率。试验用10条昆虫的三次重复来进行。
Figure A0080938101451
结果,发现以下化合物具有90%或90%以上的校正死亡率:化合物Nos.13,18,32,54,55,57,127,136,230,242,258,464,484,512,524,737,785,794,795,804,805,821,989,990,1009,1095,1110,1127,1158,1189,1204,1220,1221,1247,1249,,1251,1255,1267,1269,1271,1275,1303,1306,1313,1320,1414,1429,1473,1505,1548和1540。
试验实施例2
对茶小卷叶蛾(Adoxophyes sp.)的杀虫效果
茶叶在通过稀释含有在表1-33中所列举的各化合物作为活性成分的制剂以调节浓度到500ppm而制备的液体化学品中浸渍30秒钟。在风干之后,将叶子放置在直径9cm的塑料陪替氏培养皿中,再接种茶小卷叶蛾的幼虫,以及让陪替氏培养皿放置在恒温在25℃和具有70%湿度的室中。在接种后的第8天,计数死虫和活虫,再根据以下等式计算死亡率。试验用10条昆虫的三次重复来进行。
结果,发现以下化合物具有90%或90%以上的校正死亡率:化合物Nos.13,18,55,57,127,136,230,464,484,512,524,737,794,795,805,821,989,1009,1048,1095,1127,1189,1204,1220,1247,1249,1251,1255,1303,1313,1473,1505,1548和1549。
如上所述,含有本发明通式(I)的杂环二羧酸二酰胺衍生物作为活性成分的农业和园艺杀虫剂对虫害如小菜蛾、黄地老虎(common cutworm)等具有优异的控制效果。

Claims (7)

1、用通式(I)表示的杂环二羧酸二酰胺衍生物:
Figure A0080938100021
{其中R1,R2和R3可以是相同或不同的,是氢原子,(C3-C6)环烷基,卤代(C3-C6)环烷基或-A1-(R4)r(其中A1是(C1-C8)亚烷基,(C3-C6)亚烯基或(C3-C6)亚炔基,R4可以是相同或不同的,是氢原子;卤素原子;氰基;硝基;卤代(C1-C6)烷基;(C3-C6)环烷基;卤代(C3-C6)环烷基;(C1-C6)烷氧基羰基;二(C1-C6)烷氧基磷酰基,它的(C1-C6)烷氧基可以是相同或不同的;二(C1-C6)烷氧基硫代磷酰基,它的(C1-C6)烷氧基可以是相同或不同的;二苯基膦基;二苯基膦酰基;苯基;具有一个或者多个取代基的取代苯基,这些取代基可相同或不同,选自卤素原子,(C1-C6)烷基,卤代(C1-C6)烷基,(C1-C6)烷氧基,卤代(C1-C6)烷氧基,(C1-C6)烷基硫基,卤代(C1-C6)烷基硫基,(C1-C6)烷基亚硫酰基,卤代(C1-C6)烷基亚硫酰基,(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;杂环基;具有一个或者多个取代基的取代杂环基,这些取代基可相同或不同,选自卤素原子,(C1-C6)烷基,卤代(C1-C6)烷基,(C1-C6)烷氧基,卤代(C1-C6)烷氧基,(C1-C6)烷基硫基,卤代(C1-C6)烷基硫基,(C1-C6)烷基亚硫酰基,卤代(C1-C6)烷基亚硫酰基,(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;或者-A2-R5(其中A2是-O-,-S-,-SO-,-SO2-,-N(R6)-(其中R6是氢原子;(C1-C6)烷基羰基;卤代(C1-C6)烷基羰基;(C1-C6)烷氧基羰基;苯基羰基;具有一个或者多个取代基的取代苯基羰基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;苯基(C1-C4)烷氧基羰基;在环上具有一个或者多个取代基的取代苯基(C1-C4)烷氧基羰基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;(C1-C6)烷基磺酰基;或卤代(C1-C6)烷基磺酰基),-C(=O)-或-C(=NOR7)-(其中R7是氢原子;(C1-C6)烷基;卤代(C1-C6)烷基;(C3-C6)烯基;卤代(C3-C6)烯基;(C3-C6)炔基;环(C3-C6)烷基;苯基(C1-C4)烷基;或在环上具有一个或者多个取代基的取代苯基(C1-C4)烷基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基),以及R5是氢原子;(C1-C6)烷基;卤代(C1-C6)烷基;(C3-C6)烯基;卤代(C3-C6)烯基;(C3-C6)炔基;卤代(C3-C6)炔基;(C3-C6)环烷基;卤代(C3-C6)环烷基;(C1-C6)烷氧基(C1-C6)烷基;(C1-C6)烷基硫基(C1-C6)烷基;甲酰基;(C1-C6)烷基羰基;卤代(C1-C6)烷基羰基;(C1-C6)烷氧基羰基;单(C1-C6)烷基氨基羰基;二(C1-C6)烷基氨基羰基,它的(C1-C6)烷基可以是相同或不同的;单(C1-C6)烷基氨基硫代羰基;二(C1-C6)烷基氨基硫代羰基,它的(C1-C6)烷基可以是相同或不同的;二(C1-C6)烷氧基磷酰基,它的(C1-C6)烷氧基可以是相同或不同的;二(C1-C6)烷氧基硫代磷酰基,它的(C1-C6)烷氧基可以是相同或不同的;苯基;具有一个或多个取代基的取代苯基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;苯基(C1-C4)烷基;在环上具有一个或者多个取代基的取代苯基(C1-C4)烷基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;杂环基;或具有一个或者多个取代基的取代杂环基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基),r是1-4的整数),
条件是R1和R2不同时是氢原子,
R1和R2可以通过彼此结合形成4-7元环,其中该环可以含有选自氧原子、硫原子和氮原子的相同或不同的1-3个杂原子,
Het是用以下式Q1-Q22的任一个表示的杂环基:
Figure A0080938100051
(其中X可以是相同或不同的,是卤素原子;氰基;硝基;(C3-C6)环烷基;卤代(C3-C6)环烷基;三(C1-C6)烷基甲硅烷基,它的(C1-C6)烷基可以是相同或不同的;苯基;具有一个或多个取代基的取代苯基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;杂环基;具有一个或多个取代基的取代杂环基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;或者-A3-R8[其中A3是-O-,-S-,-SO-,-SO2-,-N(R6)-(其中R6如上所定义),-C(=O)-,-C(=NOR7)-(其中R7如上所定义),(C1-C6)亚烷基,卤代(C1-C6)亚烷基,(C2-C6)亚烯基,卤代(C2-C6)亚烯基,(C2-C6)亚炔基或卤代(C3-C6)亚炔基,以及R8如下所示:
(1)当A3是-O-,-S-,-SO-,-SO2-或-N(R6)-(其中R6如上所定义)时,那么R8是卤代(C3-C6)环烷基;卤代(C3-C6)环烯基;苯基;具有一个或多个取代基的取代苯基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;杂环基;具有一个或多个取代基的取代杂环基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;或者-A4-R9(其中A4是(C1-C6)亚烷基,卤代(C1-C6)亚烷基,(C3-C6)亚烯基,卤代(C3-C6)亚烯基,(C3-C6)亚炔基或卤代(C3-C6)亚炔基,和R9是氢原子;卤素原子;(C3-C6)环烷基;卤代(C3-C6)环烷基;(C1-C6)烷氧基羰基;苯基;具有一个或多个取代基的取代苯基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;或者-A5-R10(其中A5是-O-,-S-,-SO-,-SO2-或-C(=O),和R10是(C1-C6)烷基;卤代(C1-C6)烷基;(C3-C6)烯基;卤代(C3-C6)烯基;(C3-C6)环烷基;卤代(C3-C6)环烷基;苯基;具有一个或多个取代基的取代苯基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;杂环基;或者具有一个或多个取代基的取代杂环基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基)),
(2)当A3是-C(=O)-或-C(=NOR7)-(其中R7如上所定义)时,那么R8是氢原子;(C1-C6)烷基;卤代(C1-C6)烷基;(C2-C6)烯基;卤代(C2-C6)烯基;(C3-C6)环烷基;卤代(C3-C6)环烷基;(C1-C6)烷氧基;(C1-C6)烷基硫基;单(C1-C6)烷基氨基;二(C1-C6)烷基氨基,它的(C1-C6)烷基可以是相同或不同的;苯基;具有一个或者多个取代基的取代苯基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;苯基氨基;在环上具有一个或多个取代基的取代苯基氨基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;杂环基;或具有一个或者多个取代基的取代杂环基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基,和
(3)当A3是(C1-C6)亚烷基,卤代(C1-C6)亚烷基,(C2-C6)亚烯基,卤代(C2-C6)亚烯基,(C2-C6)亚炔基或卤代(C3-C6)亚炔基时,那么R8是氢原子;卤素原子;(C3-C6)环烷基;卤代(C3-C6)环烷基;(C1-C6)烷氧基羰基;三(C1-C6)烷基甲硅烷基,它的(C1-C6)烷基可以是相同或不同的;苯基;具有一个或者多个取代基的取代苯基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;杂环基;具有一个或者多个取代基的取代杂环基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;或-A6-R11(其中A6是-O-,-S-,-SO-或-SO2-,和R11是(C3-C6)环烷基;卤代(C3-C6)环烷基;苯基;具有一个或者多个取代基的取代苯基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;杂环基;具有一个或者多个取代基的取代杂环基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;或者-A7-R12(其中A7是(C1-C6)亚烷基,卤代(C1-C6)亚烷基,(C2-C6)亚烯基,卤代(C2-C6)亚烯基,(C2-C6)亚炔基或卤代(C3-C6)亚炔基,和R12是氢原子;卤素原子;(C3-C6)环烷基;卤代(C3-C6)环烷基;(C1-C6)烷氧基;卤代(C1-C6)烷氧基;(C1-C6)烷基硫基;卤代(C1-C6)烷基硫基;(C1-C6)烷基亚硫酰基;卤代(C1-C6)烷基亚硫酰基;(C1-C6)烷基磺酰基;卤代(C1-C6)烷基磺酰基;苯基;具有一个或者多个取代基的取代苯基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;苯氧基;具有一个或者多个取代基的取代苯氧基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;苯基硫基;具有一个或者多个取代基的取代苯基硫基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;杂环基;或者具有一个或者多个取代基的取代杂环基,所述取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基))],和n是0-3的整数,
X可以通过与在杂环中的相邻原子连接在一起形成稠合环,且所述稠合环可以具有一个或多个取代基,这些取代基可以是相同或不同的,选自卤素原子;(C1-C6)烷基;卤代(C1-C6)烷基;(C1-C6)烷氧基;卤代(C1-C6)烷氧基;(C1-C6)烷基硫基;卤代(C1-C6)烷基硫基;(C1-C6)烷基亚硫酰基;卤代(C1-C6)烷基亚硫酰基;(C1-C6)烷基磺酰基;卤代(C1-C6)烷基磺酰基;苯基;具有一个或者多个取代基的取代苯基,所述取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;杂环基;和具有一个或者多个取代基的取代杂环基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基,
W是O、S或N-R13(其中R13是(C1-C6)烷基;卤代(C1-C6)烷基;(C3-C6)烯基;卤代(C3-C6)烯基;(C3-C6)炔基;卤代(C3-C6)炔基;(C1-C6)烷氧基;苯基;具有一个或者多个取代基的取代苯基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;苯基(C1-C6)烷基;或者在环上具有一个或者多个取代基的取代苯基(C1-C6)烷基,所述取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基),以及p和q可以是相同或不同的,是0-1的整数),
B1、B2、B3和B4可以是相同或不同的,是碳原子或氮原子,
Y可以是相同或不同的,是卤素原子;氰基;硝基;卤代(C3-C6)环烷基;苯基;具有一个或者多个取代基的取代苯基,所述取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;杂环基;具有一个或者多个取代基的取代杂环基,这些取代基可是相同或不同的,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;或-A3-R8(其中A3和R8如以上所定义),和m是1-5的整数,
Y可以与在芳族环中的相邻碳原子连接在一起形成稠合环,且所述稠合环可以具有一个或多个可相同或不同的取代基,所述取代基选自卤素原子;(C1-C6)烷基;卤代(C1-C6)烷基;(C1-C6)烷氧基;卤代(C1-C6)烷氧基;(C1-C6)烷基硫基;卤代(C1-C6)烷基硫基;(C1-C6)烷基亚硫酰基;卤代(C1-C6)烷基亚硫酰基;(C1-C6)烷基磺酰基;卤代(C1-C6)烷基磺酰基;苯基;具有一个或者多个取代基的取代苯基,所述取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;杂环基;和具有一个或者多个取代基的取代杂环基,所述取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基,以及Z1和Z2各是氧原子或硫原子,
条件是:
(1)当Het是Q2、Q6、Q7或Q9以及B1、B2、B3和B4同时是碳原子时,那么Ym不是3-氯-2-甲基,3-氯-2,6-二乙基,5-氯-2-甲基,2,6-二乙基,4-氯-2-氟基和2-乙基-6-甲基,
(2)当Het是Q4以及B1、B2、B3和B4同时是碳原子时,那么Ym不是2,5-二氯基,2,4-二氟基,2,6-二氟基,3-氯-2-甲基,5-氯-2-甲基,5-氟-2-甲基,2,6-二甲基,2,6-二乙基,2-乙基-6-甲基,2-甲氧基-5-硝基,2-甲氧基-5-甲基,2,6-二乙氧基,3-溴-2-甲基,3-氟-2-甲基,3-碘-2-甲基,3-氰基-2-甲基,3-二氟甲氧基-2-甲基,5-氯-2-乙基,2,5-二甲基,2,3-二氯基,3-氯-2,6-二乙基,4-三氟甲基,3-甲氧基羰基-2-甲基,3-三氟甲基-2-甲基,3,5-二氯-2,6-二乙基,3,4-二氯基,3-(甲氧基羰基甲基氧)-2-甲基,2-甲基-3-硝基和4-三氟甲氧基,
(3)当Het是Q9,R2和R3同时是氢原子,Xn是2-苯基,R1是正丙基或异丙基,以及B1、B2、B3和B4同时是碳原子时,那么Ym不是4-五氟乙基-2-甲基,和
(4)当Het是Q10以及B1、B2、B3和B4同时是碳原子时,那么Ym不是5-氯-2-甲基,5-氟-2-甲基和2,5-二甲基}。
2、根据权利要求1的杂环二羧酸二酰胺衍生物,其中Het是Q1、Q2、Q3或Q4,R1是(C3-C6)环烷基,卤代(C3-C6)环烷基或-A1-(R4)r(其中A1是(C1-C8)亚烷基,R4可以是相同或不同的,是氢原子;卤素原子;氰基;硝基;(C1-C6)烷氧基羰基;二(C1-C6)烷氧基磷酰基,它的(C1-C6)烷氧基可以是相同或不同的;二(C1-C6)烷氧基硫代磷酰基,它的(C1-C6)烷氧基可以是相同或不同的;苯基;具有一个或者多个取代基的取代苯基,这些取代基可相同或不同,选自卤素原子,(C1-C6)烷基,卤代(C1-C6)烷基,(C1-C6)烷氧基,卤代(C1-C6)烷氧基,(C1-C6)烷基硫基,卤代(C1-C6)烷基硫基,(C1-C6)烷基亚硫酰基,卤代(C1-C6)烷基亚硫酰基,(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;吡啶基;具有一个或者多个取代基的取代吡啶基,所述取代基可相同或不同,选自卤素原子,(C1-C6)烷基,卤代(C1-C6)烷基,(C1-C6)烷氧基,卤代(C1-C6)烷氧基,(C1-C6)烷基硫基,卤代(C1-C6)烷基硫基,(C1-C6)烷基亚硫酰基,卤代(C1-C6)烷基亚硫酰基,(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;或者-A2-R5(其中A2是-O-,-S-,-SO-,-SO2-,-N(R6)-(其中R6是氢原子,(C1-C6)烷基羰基,卤代(C1-C6)烷基羰基或(C1-C6)烷氧基羰基),或-C(=NOR7)-(其中R7是氢原子,(C1-C6)烷基或卤代(C1-C6)烷基),以及R5是氢原子;(C1-C6)烷基;卤代(C1-C6)烷基;(C1-C6)环烷基;卤代(C1-C6)环烷基;苯基;具有一个或多个取代基的取代苯基,所述取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;吡啶基;或具有一个或者多个取代基的取代吡啶基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基),r是1-4的整数),R2和R3可以是相同或不同的,是氢原子或(C1-C6)烷基,X和Y可以是相同或不同的,是卤素原子;氰基;硝基;苯基;具有一个或多个取代基的取代苯基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;吡啶基;具有一个或多个取代基的取代吡啶基,所述取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;或者-A3-R8[其中A3是-O-,-S-,-SO-,-SO2-,(C1-C6)亚烷基;卤代(C1-C6)亚烷基;(C2-C6)亚烯基;卤代(C2-C6)亚烯基;(C2-C6)亚炔基或卤代(C3-C6)亚炔基,以及R8如下所示:
(1)当A3是-O-,-S-,-SO-或-SO2-时,那么R8是苯基;具有一个或多个取代基的取代苯基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;吡啶基;具有一个或多个取代基的取代吡啶基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;或者-A4-R9(其中A4是(C1-C6)亚烷基,卤代(C1-C6)亚烷基,(C3-C6)亚烯基,卤代(C3-C6)亚烯基,(C3-C6)亚炔基或卤代(C3-C6)亚炔基,和R9是氢原子,卤素原子或者-A5-R10(其中A5是-O-,-S-,-SO-或-SO2-,和R10是(C1-C6)烷基;卤代(C1-C6)烷基;(C3-C6)烯基;卤代(C3-C6)烯基;(C3-C6)环烷基或卤代(C3-C6)环烷基)),和
(2)当A3是(C1-C6)亚烷基,卤代(C1-C6)亚烷基,(C2-C6)亚烯基,卤代(C2-C6)亚烯基,(C2-C6)亚炔基或卤代(C3-C6)亚炔基时,那么R8是氢原子;卤素原子;(C3-C6)环烷基;卤代(C3-C6)环烷基;三(C1-C6)烷基甲硅烷基,它的(C1-C6)烷基可以是相同或不同的;苯基;具有一个或多个取代基的取代苯基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;吡啶基;具有一个或多个取代基的取代吡啶基,这些取代基可相同或不同,选自卤素原子、(C1-C6)烷基、卤代(C1-C6)烷基、(C1-C6)烷氧基、卤代(C1-C6)烷氧基、(C1-C6)烷基硫基、卤代(C1-C6)烷基硫基、(C1-C6)烷基亚硫酰基、卤代(C1-C6)烷基亚硫酰基、(C1-C6)烷基磺酰基和卤代(C1-C6)烷基磺酰基;或-A6-R11(其中A6是-O-,-S-,-SO-或-SO2-,和R11是-A7-R12(其中A7是(C1-C6)亚烷基,卤代(C1-C6)亚烷基,(C2-C6)亚烯基,卤代(C2-C6)亚烯基,(C2-C6)亚炔基或卤代(C3-C6)亚炔基,和R12是氢原子,卤素原子,(C1-C6)烷氧基,卤代(C1-C6)烷氧基,(C1-C6)烷基硫基,卤代(C1-C6)烷基硫基,(C1-C6)烷基亚硫酰基,卤代(C1-C6)烷基亚硫酰基,(C1-C6)烷基磺酰基或卤代(C1-C6)烷基磺酰基))],B1和B4均是碳原子,B2和B3可以是相同或不同的,是碳原子或氮原子,和Z1和Z2各是氧原子。
3、根据权利要求2的杂环二羧酸二酰胺衍生物,其中X可以是相同或不同的,是卤素原子,硝基,卤代(C1-C6)烷基,卤代(C1-C6)烷氧基或卤代(C1-C6)烷基硫基,和n是0-3的整数。
4、根据权利要求3的杂环二羧酸二酰胺衍生物,其中Y可以是相同或不同的,是卤素原子,(C1-C6)烷基,卤代(C1-C6)-烷基,(C1-C6)烷氧基,卤代(C1-C6)烷氧基,(C1-C6)烷基硫基,卤代(C1-C6)烷基硫基,卤代(C1-C6)-烷氧基卤代(C1-C6)烷氧基,卤代(C1-C6)-烷氧基卤代(C1-C6)烷基硫基,卤代(C1-C6)烷基亚硫酰基或卤代(C1-C6)烷基磺酰基,和m是1-5的整数。
5、根据权利要求4的杂环二羧酸二酰胺衍生物,其中R1是(C1-C6)烷基,(C1-C6)烷氧基(C1-C8)烷基,(C1-C6)烷基硫基(C1-C8)烷基,(C1-C6)烷基亚硫酰基(C1-C8)烷基或(C1-C6)烷基磺酰基(C1-C8)烷基,以及R2和R3可以是相同或不同的,是氢原子或甲基。
6、农业和园艺杀虫剂,特征在于含有根据权利要求1-5中任一项的杂环二羧酸二酰胺衍生物作为活性成分。
7、施用农业和园艺杀虫剂的方法,特征在于用有效量的根据权利要求6的农业和园艺杀虫剂处理所要保护的作物或土壤以便保护有用的作物不受虫害。
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