1-[2-chloro-4-fluoro-5-(1,2,3,4,5,6-hexahydro-1,3-dioxo-isoindolyl)-phenylthio]-cyclobutanecarboxylic acid methyl ester | 140909-05-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 1-[2-chloro-4-fluoro-5-(1,2,3,4,5,6-hexahydro-1,3-dioxo-isoindolyl)-phenylthio]-cyclobutanecarboxylic acid methyl ester
• 英文别名: Methyl 1-[2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydroisoindol-2-yl)-4-fluorophenyl]sulfanylcyclobutane-1-carboxylate
• CAS: 140909-05-3
• 化学式: C₂₀H₁₉ClFNO₄S
• 分子量: 423.893
• InChiKey: QKUXJNTXDQUBSC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  89
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3,4,5,6-四氢苯酐 、 1-(5-amino-2-chloro-4-fluorophenylthio)cyclobutanecarboxylic acid methyl ester 以 溶剂黄146 、 Petroleum ether 为溶剂， 生成 1-[2-chloro-4-fluoro-5-(1,2,3,4,5,6-hexahydro-1,3-dioxo-isoindolyl)-phenylthio]-cyclobutanecarboxylic acid methyl ester
  参考文献：
  名称：

  Herbicidally active thiadiazabicyclononanes and nonenes

  摘要：

  公式I的环烷基羧酸衍生物 其中W为##STR2##，A为CO--R.sub.3或CN；R.sub.1为氢或氟；R.sub.2为卤素或氰基；R.sub.3为氯、X--R.sub.5、氨基、C.sub.1-C.sub.4烷基氨基、d-C.sub.1-C.sub.4烷基氨基、C.sub.2-C.sub.4卤代烷基氨基、di-C.sub.2-C.sub.4卤代烷基氨基、C.sub.1-C.sub.4羟基烷基氨基、di-C.sub.1-C.sub.4羟基烷基氨基、C.sub.3-C.sub.4烯基氨基、二烯丙基氨基、--N-吡咯啉基、--N-哌啶基、--N-吗啉基、--N-硫代吗啉基、--N-哌嗪基、基团--O--N.dbd.C--(R.sub.9)R.sub.10或基团--N--R.sub.6(OR.sub.6)；R.sub.4和R.sub.14分别独立地为氢、氟、氯、溴、C.sub.1-C.sub.4烷基或三氟甲基；R.sub.5为氢、C.sub.1-C.sub.10烷基、C.sub.1-C.sub.4烷氧基-C.sub.1-C.sub.4烷基、卤代-C.sub.1-C.sub.8烷基、C.sub.1-C.sub.10烷硫基-C.sub.1-C.sub.4烷基、二-C.sub.1-C.sub.4烷基氨基-C.sub.1-C.sub.4烷基、氰基-C.sub.1-C.sub.8烷基、C.sub.3-C.sub.8烯基、卤代-C.sub.3-C.sub.8烯基、C.sub.3-C.sub.8炔基、C.sub.3-C.sub.7环烷基、C.sub.3-C.sub.7环烷基-C.sub.1-C.sub.4烷基或卤代-C.sub.3-C.sub.7环烷基、或苄基，该苄基在苯环上未被取代或被选自卤素、C.sub.1-C.sub.4烷基、卤代-C.sub.1-C.sub.4烷基、卤代-C.sub.1-C.sub.4烷氧基或C.sub.1-C.sub.4烷氧基的最多三个相同或不同的取代基取代，或是碱金属离子、碱土金属离子或铵离子，该基团--[CHR.sub.6 --(CH.sub.2).sub.m ]--COOR.sub.7或基团[CHR.sub.6 --(CH.sub.2).sub.t --Si(R.sub.8).sub.3]；R.sub.6为氢或C.sub.1-C.sub.4烷基；R.sub.7为氢、C.sub.1-C.sub.6烷基、C.sub.3-C.sub.8烯基、C.sub.3-C.sub.8炔基、C.sub.1-C.sub.8烷氧基-C.sub.2-C.sub.8烷基、C.sub.1-C.sub.8烷硫基-C.sub.2-C.sub.8烷基或C.sub.3-C.sub.7环烷基；R.sub.8为C.sub.1-C.sub.4烷基；R.sub.9为C.sub.1-C.sub.4烷基；R.sub.10为C.sub.1-C.sub.4烷基或苯基；或R.sub.9和R.sub.10与它们连接的碳原子一起形成一个环己烷环；R.sub.11为C.sub.1-C.sub.8烷基；R.sub.12为氢或C.sub.1-C.sub.8烷基；R.sub.13为氢、C.sub.1-C.sub.6烷基、C.sub.3-C.sub.7环烷基、C.sub.1-C.sub.4烷氧基-C.sub.1-C.sub.4烷基、C.sub.1-C.sub.4烷硫基-C.sub.1-C.sub.4烷基、卤代-C.sub.1-C.sub.7烷基、C.sub.3-C.sub.7烯基或C.sub.3-C.sub.7炔基；X、Y、Y.sub.1、Y.sub.2、Y.sub.3、Y.sub.4、Z.sub.1和Z.sub.2各自独立地为氧或硫；n为0、1、2、3或4；m为0、1、2、3或4；q为1或2；t为0、1、2、3或4。该衍生物具有良好的前后除草和生长调节性能。

  公开号：

  US05180418A1

文献信息

• US5180418A
  申请人：——

  公开号：US5180418A

  公开（公告）日：1993-01-19
• Herbicidally active thiadiazabicyclononanes and nonenes
  申请人：Ciba-Geigy Corporation

  公开号：US05180418A1

  公开（公告）日：1993-01-19

  Cycloalkanecarboxylic acid derivatives of formula I ##STR1## wherein W is ##STR2## and A is CO--R.sub.3 or CN; R.sub.1 is hydrogen or fluorine; R.sub.2 is halogen or cyano; R.sub.3 is chlorine, X--R.sub.5, amino, C.sub.1 -C.sub.4 alkylamino, d-C.sub.1 -C.sub.4 alkylamino, C.sub.2 -C.sub.4 haloalkylamino, di-C.sub.2 -C.sub.4 haloalkylamino, C.sub.1 -C.sub.4 hydroxyalkylamino, di-C.sub.1 -C.sub.4 hydroxyalkylamino, C.sub.3 -C.sub.4 alkenylamino, diallylamino, --N-pyrrolidino, --N-piperidino, --N-morpholino, --N-thiomorpholino, --N-piperidazino, the group --O--N.dbd.C--(R.sub.9)R.sub.10 or the group --N--R.sub.6 (OR.sub.6); each of R.sub.4 and R.sub.14, independently of the other, is hydrogen, fluorine, chlorine, bromine, C.sub.1 -C.sub.4 alkyl or trifluoromethyl; R.sub.5 is hydrogen, C.sub.1 -C.sub.10 alkyl, C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.10 alkylthio-C.sub.1 -C.sub.4 alkyl, di-C.sub.1 -C.sub.4 alkylamino-C.sub.1 -C.sub.4 alkyl, cyano-C.sub.1 -C.sub.8 alkyl, C.sub.3 -C.sub.8 alkenyl, halo-C.sub.3 -C.sub. 8 alkenyl, C.sub.3 -C.sub.8 alkynyl, C.sub.3 -C.sub.7 cycloalkyl, C.sub.3 -C.sub.7 cycloalkyl-C.sub.1 -C.sub.4 alkyl or halo-C.sub.3 -C.sub.7 cycloalkyl, or benzyl which is unsubstituted or substituted at the phenyl ring by up to three identical or different substituents selected from halogen, C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkoxy, or is an alkali metal ion, an alkaline earth metal ion or an ammonium ion, the group --[CHR.sub.6 --(CH.sub.2).sub.m ]--COOR.sub.7, or the group [CHR.sub.6 --(CH.sub.2).sub.t --Si(R.sub.8).sub.3 ]; R.sub.6 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sub.7 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.8 alkenyl, C.sub.3 -C.sub.8 alkynyl, C.sub.1 -C.sub.8 alkoxy-C.sub.2 -C.sub.8 alkyl, C.sub.1 -C.sub.8 alkylthio-C.sub.2 -C.sub.8 alkyl or C.sub.3 -C.sub.7 cycloalkyl; R.sub.8 is C.sub.1 - C.sub.4 alkyl; R.sub.9 is C.sub.1 -C.sub.4 alkyl; R.sub.10 is C.sub.1 -C.sub.4 alkyl or phenyl; or R.sub.9 and R.sub.10, together with the carbon atom to which they are bonded, form a cyclohexane ring; R.sub.11 is C.sub.1 -C.sub.8 alkyl; R.sub.12 is hydrogen or C.sub.1 -C.sub.8 alkyl; R.sub.13 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.7 cycloalkyl, C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkylthio-C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.7 alkyl, C.sub.3 -C.sub.7 alkenyl or C.sub.3 -C.sub.7 alkynyl; X, Y, Y.sub.1, Y.sub.2, Y.sub.3, Y.sub.4, Z.sub.1 and Z.sub.2 are each independently oxygen or sulfur; n is 0, 1, 2, 3 or 4; m is 0, 1, 2, 3 or 4; q is 1 or 2; and t is 0, 1, 2, 3 or 4, have good pre- and post-emergence selective herbicidal and growth regulating properties.

  公式I的环烷基羧酸衍生物 其中W为##STR2##，A为CO--R.sub.3或CN；R.sub.1为氢或氟；R.sub.2为卤素或氰基；R.sub.3为氯、X--R.sub.5、氨基、C.sub.1-C.sub.4烷基氨基、d-C.sub.1-C.sub.4烷基氨基、C.sub.2-C.sub.4卤代烷基氨基、di-C.sub.2-C.sub.4卤代烷基氨基、C.sub.1-C.sub.4羟基烷基氨基、di-C.sub.1-C.sub.4羟基烷基氨基、C.sub.3-C.sub.4烯基氨基、二烯丙基氨基、--N-吡咯啉基、--N-哌啶基、--N-吗啉基、--N-硫代吗啉基、--N-哌嗪基、基团--O--N.dbd.C--(R.sub.9)R.sub.10或基团--N--R.sub.6(OR.sub.6)；R.sub.4和R.sub.14分别独立地为氢、氟、氯、溴、C.sub.1-C.sub.4烷基或三氟甲基；R.sub.5为氢、C.sub.1-C.sub.10烷基、C.sub.1-C.sub.4烷氧基-C.sub.1-C.sub.4烷基、卤代-C.sub.1-C.sub.8烷基、C.sub.1-C.sub.10烷硫基-C.sub.1-C.sub.4烷基、二-C.sub.1-C.sub.4烷基氨基-C.sub.1-C.sub.4烷基、氰基-C.sub.1-C.sub.8烷基、C.sub.3-C.sub.8烯基、卤代-C.sub.3-C.sub.8烯基、C.sub.3-C.sub.8炔基、C.sub.3-C.sub.7环烷基、C.sub.3-C.sub.7环烷基-C.sub.1-C.sub.4烷基或卤代-C.sub.3-C.sub.7环烷基、或苄基，该苄基在苯环上未被取代或被选自卤素、C.sub.1-C.sub.4烷基、卤代-C.sub.1-C.sub.4烷基、卤代-C.sub.1-C.sub.4烷氧基或C.sub.1-C.sub.4烷氧基的最多三个相同或不同的取代基取代，或是碱金属离子、碱土金属离子或铵离子，该基团--[CHR.sub.6 --(CH.sub.2).sub.m ]--COOR.sub.7或基团[CHR.sub.6 --(CH.sub.2).sub.t --Si(R.sub.8).sub.3]；R.sub.6为氢或C.sub.1-C.sub.4烷基；R.sub.7为氢、C.sub.1-C.sub.6烷基、C.sub.3-C.sub.8烯基、C.sub.3-C.sub.8炔基、C.sub.1-C.sub.8烷氧基-C.sub.2-C.sub.8烷基、C.sub.1-C.sub.8烷硫基-C.sub.2-C.sub.8烷基或C.sub.3-C.sub.7环烷基；R.sub.8为C.sub.1-C.sub.4烷基；R.sub.9为C.sub.1-C.sub.4烷基；R.sub.10为C.sub.1-C.sub.4烷基或苯基；或R.sub.9和R.sub.10与它们连接的碳原子一起形成一个环己烷环；R.sub.11为C.sub.1-C.sub.8烷基；R.sub.12为氢或C.sub.1-C.sub.8烷基；R.sub.13为氢、C.sub.1-C.sub.6烷基、C.sub.3-C.sub.7环烷基、C.sub.1-C.sub.4烷氧基-C.sub.1-C.sub.4烷基、C.sub.1-C.sub.4烷硫基-C.sub.1-C.sub.4烷基、卤代-C.sub.1-C.sub.7烷基、C.sub.3-C.sub.7烯基或C.sub.3-C.sub.7炔基；X、Y、Y.sub.1、Y.sub.2、Y.sub.3、Y.sub.4、Z.sub.1和Z.sub.2各自独立地为氧或硫；n为0、1、2、3或4；m为0、1、2、3或4；q为1或2；t为0、1、2、3或4。该衍生物具有良好的前后除草和生长调节性能。