4-cyano-2-fluoro-5-isopropoxynitrobenzene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-cyano-2-fluoro-5-isopropoxynitrobenzene
• 英文别名: 5-Fluoro-4-nitro-2-propan-2-yloxybenzonitrile
• 化学式: C₁₀H₉FN₂O₃
• 分子量: 224.191
• InChiKey: DEOBWYPTUNDREL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  78.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-bromo-4-fluoro-5-nitrophenyl isopropyl ether 、 N,N-二甲基甲酰胺 以 ice-water 、 水 、 乙酸乙酯 为溶剂， 生成 4-cyano-2-fluoro-5-isopropoxynitrobenzene
  参考文献：
  名称：

  4,5,6,7-Tetrahydroisoindole-1,3-diones

  摘要：

  披露了新颖的具有除草活性的吡咯烷-2,5-二酮和4,5,6,7-四氢异吲哚-1,3-二酮的化合物，其化学式为##STR1##其中R.sup.1为氢；或C.sub.1-C.sub.4烷基；R.sup.2为C.sub.1-C.sub.4烷基；或当一起取时，R.sup.1和R.sup.2为(CH.sub.2).sub.4基团，该基团可被一个或两个C.sub.1-C.sub.4烷基取代；X为氢；或卤素；A为##STR2##或O--R.sup.4；R.sup.3为羟基；(C.sub.1-C.sub.8)-烷氧基；(C.sub.1-C.sub.4)-烷氧基-(C.sub.1-C.sub.4)-烷氧基-(C.sub.1-C.sub.4)-烷氧基；(C.sub.1-C.sub.4)-烷硫基-(C.sub.1-C.sub.4)-烷氧基；单烷基或二(C.sub.1-C.sub.4)-烷基氨基-(C.sub.1-C.sub.4)-烷氧基；(C.sub.1-C.sub.8)-氰基烷氧基；(C.sub.3-C.sub.8)-烯氧基；(C.sub.3-C.sub.8)-卤代烯氧基；(C.sub.3-C.sub.8)-炔氧基；(C.sub.3-C.sub.7)-环烷氧基；(C.sub.3-C.sub.7)-环烷基-(C.sub.1-C.sub.4)-烷氧基；卤代(C.sub.3-C.sub.7)-环烷氧基；未取代或取代的苄氧基，苯氧基或苯硫基；盐基--O--Na，--O--K，--O--(Ca).sub.0.5，--O--(Mg).sub.0.5或--O--NH.sub.4；氨基；未取代或取代的(C.sub.1-C.sub.4)-烷基氨基或二(C.sub.1-C.sub.4)-烷基氨基；(C.sub.3-C.sub.4)-烯基氨基；二烯丙基氨基；N-吡咯基；N-哌啶基；N-吗啉基；N-硫代吗啉基；N-哌啶二氮基；(C.sub.1-C.sub.8)-烷硫基；(C.sub.3-C.sub.8)-烯硫基；苄硫基；未取代或取代的(C.sub.1-C.sub.4)-烷硫基或(C.sub.1-C.sub.4)-烷氧基；R.sup.4为(C.sub.1-C.sub.8)-烷基；(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；(C.sub.3-C.sub.7)-卤代环烷基；(C.sub.1-C.sub.8)-烷基羰基；烯丙基羰基；未取代或取代的苄羰基，苯甲酰基或二氧杂环戊烷基；呋喃基；噻吩基；未取代或取代的C.sub.1-C.sub.4烷基。该发明还涉及制备化合物I的方法，含有它们的除草剂组合物以及将其用作除草剂和植物生长调节剂的用途，以及用于制备这些化合物的新中间体。

  公开号：

  US04919704A1

文献信息

• Pyrrolidin-2,5-dione und 4,5,6,7-Tetrahydroisoindol-1,3-dione
  申请人：CIBA-GEIGY AG

  公开号：EP0303573A1

  公开（公告）日：1989-02-15

  Die Erfindung betrifft neue, herbizid wirksame, Pyrrolidin-2,5-dione und 4,5,6,7-Tetrahydroisoindol-1,3-dione der Formel worin R1 Wasserstoff; oder (C1-C4)-Alkyl; R2 (C1-C4)-Alkyl; oder R1 und R2 gemeinsam eine -(CH2)4-Gruppe bedeuten, die bis zu zweifach durch (C1-C4)-Alkyl substituiert sein kann; X Wasserstoff; oder Halogen; A --R3; oder O-R4 R3 Hydroxy; (C1-C8)-Alkoxy; (C1-C4)-Alkoxy-(C1-C4)-alkoxy; (C1-C4)-Alkylthio-(C1-C4)-alkoxy; Mono- oder Di-(C1-C4)-Alkylamino-(C1-C4)-alkoxy; (C1-C8)-Cyanoalkoxy; (C3-C8)Alkenyloxy; (C3-C8)-Halogenalkenyloxy; (C3-C8)-Alki- nyloxy; (C3-C7)-Cycloalkyloxy; (C3-C7)-Cycloalkyl-(C1-C4)-al- kyloxy; Halogen-(C3-C7)-cycloalkoxy; gegebenenfalls substituiertes Benzyloxy, Phenyloxy oder Phenylthio; die Salzgruppen -O-Na, -O-K, -O-(Ca)0,5, -O-(Mg)0,5 oder -O-NH4; Amino; gegebenenfalls substituiertes (C1-C4)-Alkylamino oder Di-(C1-C4)-alkylamino; (C3-C4)-Alkenylamino; Diallylamino; N-Pyrrolidino; -N-Piperidino; -N-Morpholino; N-Thiomorpholino; -N-Piperidazino; (C1-C8)-Alkylthio; (C3-C8)-Alkenylthio; Benzylthio; gegebenenfalls substituiertes (C1-C4)-Alkylthio oder (C1-C4)-Alkoxy; R4 (C1-C8)-Alkyl, C3-C7-Cycloalkyl, (C3-C7)-Cycloalkyl-(C1-C4)-alkyl; (C3-C7)-Halogencycloalkyl; (C1-C8)-Alkylcarbonyl; Allylcarbonyl; gegebenenfalls substituiertes Benzylcarbonyl, Benzoyl oder Dioxolanyl; Furoyl; Thienoyl; gegebenenfalls substituiertes (C1-C4)-Alkyl bedeutet. Verfahren zur Herstellung der Verbindungen der Formel I, herbizide Mittel enthaltend Verbindungen der Formel I, deren Verwendung und Verfahren zu deren Verwendung sowie neue Zwischenprodukte.

  本发明涉及具有除草活性的新型吡咯烷-2,5-二酮和 4,5,6,7-四氢异吲哚-1,3-二酮，其式为 式中 R1 是氢；或 (C1-C4)- 烷基； R2 是(C1-C4)-烷基；或 R1和R2共同表示-(CH2)4基团，该基团最多可被(C1-C4)-烷基取代两次； X 是氢；或卤素； A --R3；或 O-R4 R3羟基；(C1-C8)-烷氧基；(C1-C4)-烷氧基-(C1-C4)-烷氧基；(C1-C4)-烷硫基-(C1-C4)-烷氧基；单-或双-(C1-C4)-烷氨基-(C1-C4)-烷氧基；(C1-C8)-氰基烷氧基；(C3-C8)烯氧基；(C3-C8)-卤代烯氧基；(C3-C8)-炔氧基；(C3-C7)-环烷氧基；(C3-C7)-环烷基-(C1-C4)-烷氧基；卤代(C3-C7)-环烷氧基；任选取代的苄氧基、苯氧基或苯硫基；盐基 -O-Na、-O-K、-O-(Ca)0.5、-O-(Mg)0.5 或 -O-NH4；氨基；任选取代的 (C1-C4)- 烷基氨基或二(C1-C4)-烷基氨基；(C3-C4)-烯基氨基；二烯丙基氨基；N-吡咯烷基；-(C1-C8)-烷硫基；(C3-C8)-烯硫基；苄硫基；任选取代的(C1-C4)-烷硫基或(C1-C4)-烷氧基； R4 是(C1-C8)-烷基、C3-C7-环烷基、(C3-C7)-环烷基-(C1-C4)-烷基、(C3-C7)-卤代环烷基、(C1-C8)-烷基羰基、烯丙基羰基、任选取代的苄基羰基、苯甲酰基或二氧戊环酰基、呋喃基、噻吩基、任选取代的(C1-C4)-烷基。 式 I 化合物、含有式 I 化合物的除草剂的制备工艺、其用途和使用方法以及新的中间体。
• US4919704A
  申请人：——

  公开号：US4919704A

  公开（公告）日：1990-04-24
• 4,5,6,7-Tetrahydroisoindole-1,3-diones
  申请人：Ciba-Geigy Corporation

  公开号：US04919704A1

  公开（公告）日：1990-04-24

  There are disclosed novel herbicidally active pyrrolidine-2,5-diones and 4,5,6,7-tetrahydroisoindolel,3-diones of formula ##STR1## wherein R.sup.1 is hydrogen; or C.sub.1 -C.sub.4 alkyl; R.sup.2 is C.sub.1 -C.sub.4 alkyl; or R.sup.1 and R.sup.2, when taken together, are a (CH.sub.2).sub.4 group which may be substituted by one or two C.sub.1 -C.sub.4 alkyl groups; X is hydrogen; or halogen; A is ##STR2## or O--R.sup.4 ; R.sup.3 is hydroxy; (C.sub.1 -C.sub.8)-alkoxy; (C.sub.1 -C.sub.4)-alkoxy-(C.sub.1 -C.sub.4)-alkoxy-(C.sub.1 -C.sub.4)-akoxy; (C.sub.1 -C.sub.4)-alkylthio-(C.sub.1 -C.sub.4)-alkoxy; mono- or di(C.sub.1 -C.sub.4)-alkylamino-(C.sub.1 -C.sub.4)-alkoxy; (C.sub.1 -C.sub.8)-cyanoalkoxy; (C.sub.3 -C.sub.8)-alkenyloxy; (C.sub.3 -C.sub.8)-haloalkenyloxy; (C.sub.3 -C.sub.8)-alkynyloxy; (C.sub.3 -C.sub.7)-cycloalkoxy; (C.sub.3 -C.sub.7)-cycloalkyl-(C.sub.1 -C.sub.4)-alkoxy; halo(C.sub.3 -C.sub.7)-cycloalkoxy; unsubstituted or substituted benzyloxy, phenoxy or phenylthio; the salt groups --O--Na, --O--K, --O--(Ca).sub.0.5, --O--(Mg).sub.0.5 or --O--NH.sub.4 ; amino; unsubstituted or substituted (C.sub.1 -C.sub.4)-alkylamino or di(C.sub.1 -C.sub.4)-alkylamino; (C.sub.3 -C.sub.4)-alkenylamino; diallylamino; N-pyrrolidino; N-piperidino; N-morpholino; N-thiomorpholino; N-piperidazino; (C.sub.1 -C.sub.8)-alkylthio; (C.sub.3 -C.sub.8)-alkenylthio; benzylthio; unsubstituted or substituted (C.sub.1 -C.sub.4)-alkylthio or (C.sub.1 -C.sub.4)-alkoxy; R.sup.4 is (C.sub.1 -C.sub.8)-alkyl; (C.sub.3 -C.sub.7)-cycloalkyl; (C.sub.3 -C.sub.7)-cycloalkyl-(C.sub.1 -C.sub.4)-alkyl; (C.sub.3 -C.sub.7)-halocycloalkyl; (C.sub.1 -C.sub.8)-alkylcarbonyl; allylcarbonyl; unsubstituted or substituted benzylcarbonyl, benzoyl or dioxolanyl; furoyl; thienoyl; unsubstituted or substituted C.sub.1 -C.sub.4 alkyl. The invention further relates to the preparation of the compounds of formula I, to herbicidal compositions containing them and to the use thereof as herbicides and plant growth regulators, and to novel intermediates for the preparation of these compounds.

  披露了新颖的具有除草活性的吡咯烷-2,5-二酮和4,5,6,7-四氢异吲哚-1,3-二酮的化合物，其化学式为##STR1##其中R.sup.1为氢；或C.sub.1-C.sub.4烷基；R.sup.2为C.sub.1-C.sub.4烷基；或当一起取时，R.sup.1和R.sup.2为(CH.sub.2).sub.4基团，该基团可被一个或两个C.sub.1-C.sub.4烷基取代；X为氢；或卤素；A为##STR2##或O--R.sup.4；R.sup.3为羟基；(C.sub.1-C.sub.8)-烷氧基；(C.sub.1-C.sub.4)-烷氧基-(C.sub.1-C.sub.4)-烷氧基-(C.sub.1-C.sub.4)-烷氧基；(C.sub.1-C.sub.4)-烷硫基-(C.sub.1-C.sub.4)-烷氧基；单烷基或二(C.sub.1-C.sub.4)-烷基氨基-(C.sub.1-C.sub.4)-烷氧基；(C.sub.1-C.sub.8)-氰基烷氧基；(C.sub.3-C.sub.8)-烯氧基；(C.sub.3-C.sub.8)-卤代烯氧基；(C.sub.3-C.sub.8)-炔氧基；(C.sub.3-C.sub.7)-环烷氧基；(C.sub.3-C.sub.7)-环烷基-(C.sub.1-C.sub.4)-烷氧基；卤代(C.sub.3-C.sub.7)-环烷氧基；未取代或取代的苄氧基，苯氧基或苯硫基；盐基--O--Na，--O--K，--O--(Ca).sub.0.5，--O--(Mg).sub.0.5或--O--NH.sub.4；氨基；未取代或取代的(C.sub.1-C.sub.4)-烷基氨基或二(C.sub.1-C.sub.4)-烷基氨基；(C.sub.3-C.sub.4)-烯基氨基；二烯丙基氨基；N-吡咯基；N-哌啶基；N-吗啉基；N-硫代吗啉基；N-哌啶二氮基；(C.sub.1-C.sub.8)-烷硫基；(C.sub.3-C.sub.8)-烯硫基；苄硫基；未取代或取代的(C.sub.1-C.sub.4)-烷硫基或(C.sub.1-C.sub.4)-烷氧基；R.sup.4为(C.sub.1-C.sub.8)-烷基；(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；(C.sub.3-C.sub.7)-卤代环烷基；(C.sub.1-C.sub.8)-烷基羰基；烯丙基羰基；未取代或取代的苄羰基，苯甲酰基或二氧杂环戊烷基；呋喃基；噻吩基；未取代或取代的C.sub.1-C.sub.4烷基。该发明还涉及制备化合物I的方法，含有它们的除草剂组合物以及将其用作除草剂和植物生长调节剂的用途，以及用于制备这些化合物的新中间体。