2,6-dichloro-5-fluoro-N-(4-methyl-1,2,5-oxadiazol-3-yl)pyridine-3-carboxamide | 1399057-74-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2,6-dichloro-5-fluoro-N-(4-methyl-1,2,5-oxadiazol-3-yl)pyridine-3-carboxamide
• CAS: 1399057-74-9
• 化学式: C₉H₅Cl₂FN₄O₂
• 分子量: 291.069
• InChiKey: BNQUTEAYWVYGIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  80.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-甲基-1,2,5-噁二唑-3-胺 、 2,6-二氯-5-氟烟酸 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 18.0h， 以49%的产率得到2,6-dichloro-5-fluoro-N-(4-methyl-1,2,5-oxadiazol-3-yl)pyridine-3-carboxamide
  参考文献：
  名称：

  [EN] SUBSTITUTED 1,2,5-OXADIAZOLE COMPOUNDS AND THEIR USE AS HERBICIDES III
  [FR] COMPOSÉS SUBSTITUÉS DE 1,2,5-OXADIAZOLE ET LEUR UTILISATION COMME HERBICIDES III

  摘要：

  本发明涉及式I的取代1,2,5-噁二唑化合物及其N-氧化物和盐，以及包含它们的组合物。本发明还涉及使用1,2,5-噁二唑化合物或包含这种化合物的组合物来控制不良植被。其中，X1为N或CR1；X2为N或CR2；X4为N或CR4；前提是X1、X2和X4中至少有一个为N；R例如从氢、氰、硝基、卤素、C1-C6-烷基、C3-C7-环烷基、C3-C7-环烷基-C1-C4-烷基、C1-C6-卤代烷基、C2-C6-烯基、C2-C6-卤代烯基、C2-C6-炔基、C2-C6-卤代炔基、C1-C4-烷氧-C1-C4-烷基、C1-C4-卤代烷氧-C1-C4-烷基、O-Ra、Z-S（O）n-Rb、Z-C（=O）-Rc、Z-C（=O）-ORd、Z-C（=O）-NReRf、Z-NRgRh、Z-苯基和Z-杂环基中选择；R1例如从Z1-氰基、卤素、硝基、C1-C8-烷基、C2-C8-烯基、C2-C8-炔基、C1-C8-卤代烷基、C1-C8-烷氧基、C1-C4-烷氧-C1-C4-烷基、Z1-C1-C4-烷氧-C1-C4-烷氧、C1-C4-烷基硫基-C1-C4-烷基、Z1-C1-C4-烷基硫基-C1-C4-烷基硫基、C2-C6-烯氧基、C2-C6-炔氧基、C1-C6-卤代烷氧基、C1-C4-卤代烷氧-C1-C4-烷基、Z1-C1-C4-卤代烷氧-C1-C4-烷氧、Z1-S（O）k-R1b、Z1-苯氧基和Z1-杂环氧基中选择；R2、R3相同或不同，例如从氢、卤素、Z2-OH、Z2-NO2、Z2-氰基、C1-C6-烷基、C2-C8-烯基、C2-C8-炔基、Z2-C3-C10-环烷基、Z2-C3-C10-环烷氧基、C1-C8-卤代烷基、Z2-C1-C8-烷氧基、Z2-C1-C8-卤代烷氧基、Z2-C1-C4-烷氧-C1-C4-烷氧基、Z2-C1-C4-烷硫基-C1-C4-烷硫基等中选择；R4从氢、卤素、氰基、硝基、C1-C4-烷基和C1-C4-卤代烷基中选择；R5从氢、卤素、氰基、硝基、C1-C4-烷基和C1-C4-卤代烷基中选择。

  公开号：

  WO2013072450A1

文献信息

• Substituted 1,2,5-oxadiazole compounds and their use as herbicides III
  申请人：Kraus Helmut

  公开号：US20140309115A1

  公开（公告）日：2014-10-16

  The present invention relates to substituted 1,2,5-oxadiazole compounds of the formula I and the N-oxides and salts thereof and to compositions comprising the same. The invention also relates to the use of the 1,2,5-oxadiazole compounds or of the compositions comprising such compounds for controlling unwanted vegetation. wherein X 1 is N or CR 1 ; X 2 is N or CR 2 ; X 4 is N or CR 4 ; provided that a least one of X 1 , X 2 and X 4 is N; R is e.g. selected from the group consisting of hydrogen, cyano, nitro, halogen, C 1 -C 6 -alkyl, C 3 -C 7 -cycloalkyl, C 3 -C 7 -cycloalkyl-C 1 -C 4 -alkyl, C 1 -C 6 -haloalkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -alkynyl, C 2 -C 6 -haloalkynyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 4 -haloalkoxy-C 1 -C 4 -alkyl, O—R a , Z—S(O) n —R b , Z—C(═O)—R c , Z—C(═O)—OR d , Z—C(═O)—NR e R f , Z—NR g R h , Z-phenyl and Z-heterocyclyl; R 1 is e.g. selected from the group consisting of Z 1 -cyano, halogen, nitro, C 1 -C 8 -alkyl, C 2 -C 8 -alkenyl, C 2 -C 8 -alkynyl, C 1 -C 8 -haloalkyl, C 1 -C 8 -alkoxy, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, Z 1 —C 1 -C 4 -alkoxy-C 1 -C 4 -alkoxy, C 1 -C 4 -alkylthio-C 1 -C 4 -alkyl, Z 1 —C 1 -C 4 -alkylthio-C 1 -C 4 -alkylthio, C 2 -C 6 -alkenyloxy, C 2 -C 6 -alkynyloxy, C 1 -C 6 -haloalkoxy, C 1 -C 4 -haloalkoxy-C 1 -C 4 -alkyl, Z 1 —C 1 -C 4 -haloalkoxy-C 1 -C 4 -alkoxy, Z 1 —S(O) k —R 1b , Z 1 -phenoxy and Z 1 -heterocyclyloxy; R 2 , R 3 are identical or different and e.g. selected from the group consisting of hydrogen, halogen, Z 2 —OH, Z 2 —NO 2 , Z 2 -cyano, C 1 -C 6 -alkyl, C 2 -C 8 -alkenyl, C 2 -C 8 -alkynyl, Z 2 —C 3 -C 10 -cycloalkyl, Z 2 —C 3 -C 10 -cycloalkoxy, C 1 -C 8 -haloalkyl, Z 2 —C 1 -C 8 -alkoxy, Z 2 —C 1 -C 8 -haloalkoxy, Z 2 —C 1 -C 4 -alkoxy-C 1 -C 4 -alkoxy, Z 2 —C 1 -C 4 -alkylthio-C 1 -C 4 -alkylthio, etc., R 4 is selected from the group consisting of hydrogen, halogen, cyano, nitro, C 1 -C 4 -alkyl and C 1 -C 4 -haloalkyl; R 5 is selected from the group consisting of hydrogen, halogen, cyano, nitro, C 1 -C 4 -alkyl and C 1 -C 4 -haloalkyl.

  本发明涉及式I的取代1,2,5-噁二唑化合物及其N-氧化物和盐，以及含有它们的组合物。本发明还涉及使用1,2,5-噁二唑化合物或含有这种化合物的组合物来控制不受欢迎的植被。其中X1为N或CR1；X2为N或CR2；X4为N或CR4；前提是X1、X2和X4中至少有一个为N；R选自氢、氰基、硝基、卤素、C1-C6烷基、C3-C7环烷基、C3-C7环烷基-C1-C4烷基、C1-C6卤代烷基、C2-C6烯基、C2-C6卤代烯基、C2-C6炔基、C2-C6卤代炔基、C1-C4烷氧基-C1-C4烷基、C1-C4卤代烷氧基-C1-C4烷基、O—Ra、Z—S(O)n—Rb、Z—C(═O)—Rc、Z—C(═O)—ORd、Z—C(═O)—NReRf、Z—NRgRh、Z-苯基和Z-杂环基；R1选自Z1-氰基、卤素、硝基、C1-C8烷基、C2-C8烯基、C2-C8炔基、C1-C8卤代烷基、C1-C8烷氧基、C1-C4烷氧基-C1-C4烷基、Z1-C1-C4-烷氧基-C1-C4-烷氧基、C1-C4烷硫基-C1-C4烷基、Z1-C1-C4-烷硫基-C1-C4-烷硫基、C2-C6烯氧基、C2-C6炔氧基、C1-C6卤代烷氧基、C1-C4卤代烷氧基-C1-C4烷基、Z1-C1-C4-卤代烷氧基-C1-C4-烷氧基、Z1-S(O)k-R1b、Z1-苯氧基和Z1-杂环氧基；R2、R3相同或不同，选自氢、卤素、Z2-OH、Z2-NO2、Z2-氰基、C1-C6烷基、C2-C8烯基、C2-C8炔基、Z2-C3-C10环烷基、Z2-C3-C10环烷氧基、C1-C8卤代烷基、Z2-C1-C8烷氧基、Z2-C1-C8卤代烷氧基、Z2-C1-C4-烷氧基-C1-C4-烷氧基、Z2-C1-C4-烷硫基-C1-C4-烷硫基等；R4选自氢、卤素、氰基、硝基、C1-C4烷基和C1-C4卤代烷基；R5选自氢、卤素、氰基、硝基、C1-C4烷基和C1-C4卤代烷基。
• SUBSTITUTED 1,2,5-OXADIAZOLE COMPOUNDS AND THEIR USE AS HERBICIDES III
  申请人：BASF SE

  公开号：EP2780340A1

  公开（公告）日：2014-09-24
• [EN] SUBSTITUTED 1,2,5-OXADIAZOLE COMPOUNDS AND THEIR USE AS HERBICIDES III<br/>[FR] COMPOSÉS SUBSTITUÉS DE 1,2,5-OXADIAZOLE ET LEUR UTILISATION COMME HERBICIDES III
  申请人：BASF SE

  公开号：WO2013072450A1

  公开（公告）日：2013-05-23

  The present invention relates to substituted 1,2,5-oxadiazole compounds of the formula I and the N-oxidesand saltsthereof and to compositions comprising the same. The invention also relates to the use of the 1,2,5-oxadiazole compounds or of the compositions comprising such compounds for controlling unwanted vegetation. Wherein X1 is N or CR1; X2 is N or CR2; X4 is N or CR4; provided that a least one of X1, X2 and X4 is N; R is e.g. selected from the group consisting of hydrogen, cyano, nitro, halogen, C1-C6-alkyl, C3-C7-cycloalkyl, C3-C7-cycloalkyl-C1-C4-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C4-alkoxy-C1-C4-alkyl, C1-C4-haloalkoxy-C1-C4-alkyl, O-Ra, Z-S(O)n-Rb, Z-C(=O)-Rc, Z-C(=O)-ORd, Z-C(=O)-N ReRf, Z-NRgRh, Z-phenyl and Z-heterocyclyl; R1 is e.g. selected from the group consisting of Z1-cyano, halogen, nitro, C1-C8-alkyl, C2-C8-alkenyl, C2-C8-alkynyl, C1-C8-haloalkyl, C1-C8-alkoxy, C1-C4-alkoxy-C1-C4-alkyl, Z1-C1-C4-alkoxy-C1-C4-alkoxy, C1-C4-alkylthio-C1-C4-alkyl, Z1-C1-C4-alkylthio-C1-C4-alkylthio, C2-C6-alkenyloxy, C2-C6-alkynyloxy, C1-C6-haloalkoxy, C1-C4-haloalkoxy-C1-C4-alkyl, Z1-C1-C4-haloalkoxy-C1-C4-alkoxy, Z1-S(O)k-R1b, Z1-phenoxy and Z1-heterocyclyloxy; R2, R3 are identical or different and e.g. selected from the group consisting of hydrogen, halogen, Z2-OH, Z2-NO2, Z2-cyano, C1-C6-alkyl, C2-C8-alkenyl, C2-C8-alkynyl, Z2-C3-C10-cycloalkyl, Z2-C3-C10-cycloalkoxy, C1-C8-haloalkyl, Z2-C1-C8-alkoxy, Z2-C1-C8-haloalkoxy, Z2-C1-C4-alkoxy-C1-C4-alkoxy, Z2-C1-C4-alkylthio-C1-C4-alkylthio, etc., R4 is selected from the group consisting of hydrogen, halogen, cyano, nitro, C1-C4-alkyl and C1-C4-haloalkyl; R5 is selected from the group consisting of hydrogen, halogen, cyano, nitro, C1-C4-alkyl and C1-C4-haloalkyl.

  本发明涉及式I的取代1,2,5-噁二唑化合物及其N-氧化物和盐，以及包含它们的组合物。本发明还涉及使用1,2,5-噁二唑化合物或包含这种化合物的组合物来控制不良植被。其中，X1为N或CR1；X2为N或CR2；X4为N或CR4；前提是X1、X2和X4中至少有一个为N；R例如从氢、氰、硝基、卤素、C1-C6-烷基、C3-C7-环烷基、C3-C7-环烷基-C1-C4-烷基、C1-C6-卤代烷基、C2-C6-烯基、C2-C6-卤代烯基、C2-C6-炔基、C2-C6-卤代炔基、C1-C4-烷氧-C1-C4-烷基、C1-C4-卤代烷氧-C1-C4-烷基、O-Ra、Z-S（O）n-Rb、Z-C（=O）-Rc、Z-C（=O）-ORd、Z-C（=O）-NReRf、Z-NRgRh、Z-苯基和Z-杂环基中选择；R1例如从Z1-氰基、卤素、硝基、C1-C8-烷基、C2-C8-烯基、C2-C8-炔基、C1-C8-卤代烷基、C1-C8-烷氧基、C1-C4-烷氧-C1-C4-烷基、Z1-C1-C4-烷氧-C1-C4-烷氧、C1-C4-烷基硫基-C1-C4-烷基、Z1-C1-C4-烷基硫基-C1-C4-烷基硫基、C2-C6-烯氧基、C2-C6-炔氧基、C1-C6-卤代烷氧基、C1-C4-卤代烷氧-C1-C4-烷基、Z1-C1-C4-卤代烷氧-C1-C4-烷氧、Z1-S（O）k-R1b、Z1-苯氧基和Z1-杂环氧基中选择；R2、R3相同或不同，例如从氢、卤素、Z2-OH、Z2-NO2、Z2-氰基、C1-C6-烷基、C2-C8-烯基、C2-C8-炔基、Z2-C3-C10-环烷基、Z2-C3-C10-环烷氧基、C1-C8-卤代烷基、Z2-C1-C8-烷氧基、Z2-C1-C8-卤代烷氧基、Z2-C1-C4-烷氧-C1-C4-烷氧基、Z2-C1-C4-烷硫基-C1-C4-烷硫基等中选择；R4从氢、卤素、氰基、硝基、C1-C4-烷基和C1-C4-卤代烷基中选择；R5从氢、卤素、氰基、硝基、C1-C4-烷基和C1-C4-卤代烷基中选择。