2-(3,3,3-trifluoro-1-propenyl)benzenesulfonamide | 90300-44-0

• 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: 2-(3,3,3-trifluoro-1-propenyl)benzenesulfonamide
• 英文别名: Benzenesulfonamide, 2-(3,3,3-trifluoro-1-propenyl)-；2-(3,3,3-trifluoroprop-1-enyl)benzenesulfonamide
• CAS: 90300-44-0
• 化学式: C₉H₈F₃NO₂S
• 分子量: 251.229
• InChiKey: CUQZZAFDEXJZEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  68.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(3,3,3-trifluoro-1-propenyl)benzenesulfonamide 在 甲醇 、 magnesium 作用下， 反应 2.0h， 以95.5%的产率得到2-(3,3,3-三氟丙基)苯磺酰胺
  参考文献：
  名称：

  2-（3,3,3-三氟丙基）苯磺酰胺的制备方法

  摘要：

  本发明公开了一种2‑（3,3,3‑三氟丙基）苯磺酰胺的制备方法，它是由2‑（3,3,3‑三氟‑1‑丙烯基）苯磺酰胺经还原反应得到；还原反应是在镁条和甲醇的存在下进行的。2‑（3,3,3‑三氟‑1‑丙烯基）苯磺酰胺与镁条的摩尔比为1∶1～1∶3；2‑（3,3,3‑三氟‑1‑丙烯基）苯磺酰胺与甲醇的重量比为1∶3～1∶10；还原反应温度为10～60℃；还原反应时间为1～5h。本发明采用镁条+甲醇还原体系还原2‑（3,3,3‑三氟‑1‑丙烯基）苯磺酰胺，相比于贵金属催化氢化操作简单，生产成本较低。本发明通过对反应条件进行优化，能够获得较高的反应收率和产物纯度，适合工业化大生产。

  公开号：

  CN108947873A

文献信息

• N-phenylsulfonyl-N'-triazinylureas
  申请人：Ciba-Geigy Corporation

  公开号：US04671819A1

  公开（公告）日：1987-06-09

  N-Phenylsulfonyl-N'-pyrimidinyl- and -triazinylureas of the formula I ##STR1## wherein A is 3,3,3-trifluoropropyl or 3,3-difluorobutyl, R.sup.1 is hydrogen, halogen, nitro, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkylsulfinyl, C.sub.1 -C.sub.4 -alkylsulfonyl, --CO--R.sup.6, --NR.sup.7 R.sup.8, --CO--NR.sup.9 R.sup.10 or --SO.sub.2 --NR.sup.11 R.sup.12, R.sup.2 is hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkylsulfinyl or C.sub.1 -C.sub.4 -alkylsulfonyl, R.sup.3 and R.sup.4 independently of one another are each hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.2 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkylthio, C.sub.2 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -alkoxy or --NR.sup.12 R.sup.13, R.sup.5 is hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, R.sup.6 is C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.2 -C.sub.6 -alkoxyalkoxy, hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -haloalkyl, R.sup.7, R.sup.8, R.sup.9, R.sup.10, R.sup.11, R.sup.12 and R.sup.13 independently of one another are each hydrogen or C.sub.1 -C.sub.4 -alkyl, E is nitrogen, and Z is oxygen or sulfur; and also the salts of these compounds.

  公式I中的N-苯基磺酰-N'-嘧啶基和-三嗪基脲，其中A是3,3,3-三氟丙基或3,3-二氟丁基，R1是氢、卤素、硝基、氰基、C1-C4烷基、C1-C4卤代烷基、C1-C4烷氧基、C1-C4烷基硫醇基、C1-C4烷基亚砜基、C1-C4烷基磺酰基、-CO-R6、-NR7R8、-CO-NR9R10或-SO2-NR11R12，R2是氢、卤素、C1-C4烷基、C1-C4烷氧基、C1-C4烷基硫醇基或C1-C4烷基亚砜基、R3和R4独立地是氢、卤素、C1-C4烷基、C1-C4卤代烷基、C2-C4卤代烷氧基、C1-C4烷基硫醇基、C1-C4卤代烷基硫醇基、C2-C4烷氧基烷基、C1-C4烷氧基或-NR12R13，R5是氢、C1-C4烷基或C1-C4烷氧基，R6是C1-C4烷氧基、C1-C4卤代烷氧基、C1-C4烷基硫醇基、C2-C6烷氧基烷氧基、氢、C1-C4烷基或C1-C4卤代烷基，R7、R8、R9、R10、R11、R12和R13独立地是氢或C1-C4烷基，E是氮，Z是氧或硫；这些化合物的盐也包括在内。
• Certain fluoroalkylphenylsulfonamides
  申请人：Ciba-Geigy Corporation

  公开号：US04908467A1

  公开（公告）日：1990-03-13

  N-Phenylsulfonyl-B'-pyrimidinyl- and -triazinylureas of the formula I ##STR1## wherein A is 3,3,3-trifluoropropyl or 3,3-difluorobutyl, R.sup.1 is hydrogen, halogen, nitro, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkylsulfinyl, C.sub.1 -C.sub.4 -alkylsulfonyl, --CO--R.sup.6, --NR.sup.7 R.sup.8, --CO--NR.sup.9 R.sup.10 or --SO.sub.2 --NR.sup.11 R.sup.12, R.sup.2 is hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkylsulfinyl or C.sub.1 -C.sub.4 -alkylsulfonyl, R.sup.3 and R.sup.4 independently of one another are each hydrogen, halogen C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.2 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkylthio, C.sub.2 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -alkoxy or --NR.sup.12 R.sup.13, R.sup.5 is hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, R.sup.6 is C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.2 -C.sub.6 -alkoxyalkoxy, hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -haloalkyl, R.sup.7, R.sup.8, R.sup.9, R.sup.10, R.sup.11, R.sup.12 and R.sup.13 independently of one another are each hydrogen or C.sub.1 -C.sub.4 -alkyl, E is nitrogen or the methine bridge, and Z is oxygen or sulfur; and also the salts of these compounds.

  公式I中的N-苯磺酰-B'-嘧啶基和-三嗪基脲，其中A为3,3,3-三氟丙基或3,3-二氟丁基，R1为氢、卤素、硝基、氰基、C1-C4烷基、C1-C4卤代烷基、C1-C4烷氧基、C1-C4烷基硫基、C1-C4烷基亚磺酰基、C1-C4烷基磺酰基、-CO-R6、-NR7R8、-CO-NR9R10或-SO2-NR11R12，R2为氢、卤素、C1-C4烷基、C1-C4烷氧基、C1-C4烷基硫基、C1-C4烷基亚磺酰基或C1-C4烷基磺酰基，R3和R4各自独立地为氢、卤素、C1-C4烷基、C1-C4卤代烷基、C2-C4卤代烷氧基、C1-C4烷基硫基、C1-C4卤代烷基硫基、C2-C4烷氧基烷基、C1-C4烷氧基或-NR12R13，R5为氢、C1-C4烷基或C1-C4烷氧基，R6为C1-C4烷氧基、C1-C4卤代烷氧基、C1-C4烷基硫基、C2-C6烷氧基烷氧基、氢、C1-C4烷基或C1-C4卤代烷基，R7、R8、R9、R10、R11、R12和R13各自独立地为氢或C1-C4烷基，E为氮或甲基桥，Z为氧或硫；以及这些化合物的盐。
• Phenylsulfonyl isocyanates and thioisocyanates
  申请人：Ciba-Geigy Corporation

  公开号：US04952726A1

  公开（公告）日：1990-08-28

  N-Phenylsulfonyl-N'-pyrimidinyl- and -triazinylureas of the formula I ##STR1## wherein A is 3,3,3-trifluoropropyl or 3,3-difluorobutyl, R.sup.1 is hydrogen, halogen, nitro, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkylsulfonyl, C.sub.1 -C.sub.4 -alkylsulfonyl, --CO--R.sup.6, --NR.sup.7 R.sup.8, --CO--NR.sup.9 R.sup.10 or --SO.sub.2 --NR.sup.11 R.sup.12, R.sup.2 is hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkysulfonyl or C.sub.1 -C.sub.4 -alkylsulfonyl, R.sup.3 and R.sup.4 independently of one another are each hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.2 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkylthio, C.sub.2 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -alkoxy or --NR.sup.13 R.sup.13, R.sup.5 is hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, R.sup.6 is C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.2 -C.sub.6 -alkoxyalkoxy, hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -haloalkyl, R.sup.7, R.sup.8, R.sup.9, R.sup.10, R.sup.11, R.sup.12 and R.sup.13 independently of one another are each hydrogen or C.sub.1 -C.sub.4 -alkyl, E is nitrogen or the methine bridge, and Z is oxygen or sulfur; and also the salts of these compounds.

  化合物I的N-苯磺酰-N'-嘧啶基和-三嗪基脲的通式如下：##STR1## 其中A为3,3,3-三氟丙基或3,3-二氟丁基，R1为氢、卤素、硝基、氰基、C1-C4烷基、C1-C4卤代烷基、C1-C4烷氧基、C1-C4烷基硫基、C1-C4烷基磺酰基、C1-C4烷基磺酰基、--CO--R6、--NR7R8、--CO--NR9R10或--SO2--NR11R12，R2为氢、卤素、C1-C4烷基、C1-C4烷氧基、C1-C4烷基硫基、C1-C4烷基磺酰基或C1-C4烷基磺酰基，R3和R4各自独立地为氢、卤素、C1-C4烷基、C1-C4卤代烷基、C2-C4卤代烷氧基、C1-C4烷基硫基、C1-C4卤代烷基硫基、C2-C4烷氧基烷基、C1-C4烷氧基或--NR13R13，R5为氢、C1-C4烷基或C1-C4烷氧基，R6为C1-C4烷氧基、C1-C4卤代烷氧基、C1-C4烷基硫基、C2-C6烷氧基烷氧基、氢、C1-C4烷基或C1-C4卤代烷基，R7、R8、R9、R10、R11、R12和R13各自独立地为氢或C1-C4烷基，E为氮或甲基桥，Z为氧或硫；以及这些化合物的盐。
• N-phenylsulfonyl-N'-pyrimidinyl-ureas
  申请人：Ciba-Geigy Corportion

  公开号：US04759793A1

  公开（公告）日：1988-07-26

  N-Phenylsulfonyl-N'-pyrimidinyl- and -triazinylureas of the formula I ##STR1## wherein A is 3,3,3-trifluoropropyl or 3,3-difluorobutyl, R.sup.1 is hydrogen, halogen, nitro, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkylsulfinyl, C.sub.1 -C.sub.4 -alkylsulfonyl, --CO-R.sup.6, --NR.sup.7 R.sup.8, --CO--NR.sup.9 R.sup.10 or --SO.sub.2 --NR.sup.11 R.sup.12, R.sup.2 is hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkylsulfinyl or C.sub.1 -C.sub.4 -alkylsulfonyl, R.sup.3 and R.sup.4 independently of one another are each hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.2 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkylthio, C.sub.2 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -alkoxy or --NR.sup.12 R.sup.13, R.sup.5 is hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, R.sup.6 is C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.2 -C.sub.6 -alkoxyalkoxy, hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -haloalkyl, R.sup.7, R.sup.8, R.sup.9, R.sup.10, R.sup.11, R.sup.12 and R.sup.13 independently of one another are each hydrogen or C.sub.1 -C.sub.4 -alkyl, E is nitrogen or the methine bridge, and Z is oxygen or sulfur; and also the salts of these compounds.

  公式I中的N-苯基磺酰-N'-嘧啶基和三嗪基脲，其中A是3,3,3-三氟丙基或3,3-二氟丁基，R1是氢，卤素，硝基，氰基，C1-C4-烷基，C1-C4-卤代烷基，C1-C4-烷氧基，C1-C4-烷基硫基，C1-C4-烷基亚磺酰基，C1-C4-烷基磺酰基，-CO-R6，-NR7R8，-CO-NR9R10或-SO2-NR11R12，R2是氢，卤素，C1-C4-烷基，C1-C4-烷氧基，C1-C4-烷基硫基，C1-C4-烷基亚磺酰基或C1-C4-烷基磺酰基，R3和R4各自独立地是氢，卤素，C1-C4-烷基，C1-C4-卤代烷基，C2-C4-卤代烷氧基，C1-C4-烷基硫基，C1-C4-卤代烷基硫基，C2-C4-烷氧基烷基，C1-C4-烷氧基或-NR12R13，R5是氢，C1-C4-烷基或C1-C4-烷氧基，R6是C1-C4-烷氧基，C1-C4-卤代烷氧基，C1-C4-烷基硫基，C2-C6-烷氧基烷氧基，氢，C1-C4-烷基或C1-C4-卤代烷基，R7，R8，R9，R10，R11，R12和R13各自独立地是氢或C1-C4-烷基，E是氮或甲基桥，Z是氧或硫;以及这些化合物的盐。
• N-phenylsulfonyl-N'-pyrimidinyl-ureas and N-phenyl-sulfonyl-N'-triazinyl
  申请人：Ciba-Geigy Corporation

  公开号：US05041603A1

  公开（公告）日：1991-08-20

  The invention relates to N-phenylsulfonyl-N'-pyrimidinylureas and N-phenylsulfonyl-N-triazinylureas of the general formula ##STR1## wherein R.sub.1 is hydrogen, halogen, nitro, amino, C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.4 haloalkyl or a --Q--R.sub.7, --CO--OR.sub.8 or --(CO).sub.n --NR.sub.9 R.sub.10 radical, R.sub.2 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkoxy, halogen or alkoxyalkyl containing not more than 4 carbon atoms, R.sub.3 is C.sub.2 -C.sub.10 alkenyl which is substituted by one or more fluorine or bromine atoms or by one or more hydroxyl, cyano, nitro, --(Y).sub.m --CO--(Z).sub.n --R.sub.8, --SO.sub.2 --NR.sub.11 R.sub.12, --S(O).sub.p --C.sub.1 -C.sub.3 haloalkyl or --S(O).sub.n --C.sub.1 -C.sub.3 alkyl groups and which may additionally be substituted by one or more chlorine atoms, R.sub.4 is C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 haloalkoxy, R.sub.5 is hydrogen, halogen, --NR.sub.13 R.sub.14, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.2 haloalkoxy, R.sub.6 is hydrogen, C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkoxy, X is oxygen or sulfur, and E is nitrogen or the methine group, and R.sub.7 is C.sub.1 -C.sub.4 alkyl which is substituted by halogen or C.sub.1 -C.sub.3 alkoxy or is C.sub.3 -C.sub.5 alkenyl, R.sub.8 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl or C.sub.2 -C.sub.6 alkoxyalkyl, R.sub.9, R.sub.10, R.sub.11, R.sub.12, R.sub.13 and R.sub.14, each independently of the other, are hydrogen or C.sub.1 -C.sub.3 alkyl, Q is oxygen, sulfur, the sulfinyl or sulfonyl bridge, Y is oxygen, sulfur or --NR.sub.16 --, wherein R.sub.16 is hydrogen or C.sub.1 -C.sub.3 alkyl, Z is oxygen, sulfur or --NR.sub.17 --, wherein R.sub.17 is hydrogen or C.sub.1 -C.sub.3 alkyl, m and n are each 0 or 1, and p is 0, 1 or 2, and to the salts of these compounds with amines, alkali metal bases or alkaline earth metal bases. These compounds have good pre- and postemergence selective herbicidal and growth regulating properties.

  本发明涉及一般式为##STR1##的N-苯磺酰-N'-嘧啶脲和N-苯磺酰-N-三嗪脲，其中R.sub.1为氢、卤素、硝基、氨基、C.sub.1-C.sub.5烷基、C.sub.1-C.sub.4卤代烷基或--Q--R.sub.7、--CO--OR.sub.8或--(CO).sub.n--NR.sub.9R.sub.10基团，R.sub.2为氢、C.sub.1-C.sub.4烷基、C.sub.1-C.sub.4烷氧基、C.sub.1-C.sub.4烷硫基、C.sub.1-C.sub.4卤代烷基、C.sub.1-C.sub.4卤代烷氧基、卤素或不含超过4个碳原子的烷氧基烷基，R.sub.3为C.sub.2-C.sub.10烯基，其被一个或多个氟或溴原子或一个或多个羟基、氰基、硝基、--(Y).sub.m--CO--(Z).sub.n--R.sub.8、--SO.sub.2--NR.sub.11R.sub.12、--S(O).sub.p--C.sub.1-C.sub.3卤代烷基或--S(O).sub.n--C.sub.1-C.sub.3烷基基团取代，并且还可以被一个或多个氯原子取代，R.sub.4为C.sub.1-C.sub.3烷基、C.sub.1-C.sub.3卤代烷基、C.sub.1-C.sub.3烷氧基或C.sub.1-C.sub.3卤代烷氧基，R.sub.5为氢、卤素、--NR.sub.13R.sub.14、C.sub.1-C.sub.3烷基、C.sub.1-C.sub.3卤代烷基、C.sub.1-C.sub.3烷氧基或C.sub.1-C.sub.2卤代烷氧基，R.sub.6为氢、C.sub.1-C.sub.3烷基或C.sub.1-C.sub.3烷氧基，X为氧或硫，E为氮或甲基，R.sub.7为C.sub.1-C.sub.4烷基，其被卤素或C.sub.1-C.sub.3烷氧基取代或为C.sub.3-C.sub.5烯基，R.sub.8为C.sub.1-C.sub.4烷基、C.sub.1-C.sub.4卤代烷基或C.sub.2-C.sub.6烷氧基烷基，R.sub.9、R.sub.10、R.sub.11、R.sub.12、R.sub.13和R.sub.14各自独立地为氢或C.sub.1-C.sub.3烷基，Q为氧、硫、亚砜或磺酰桥，Y为氧、硫或--NR.sub.16--，其中R.sub.16为氢或C.sub.1-C.sub.3烷基，Z为氧、硫或--NR.sub.17--，其中R.sub.17为氢或C.sub.1-C.sub.3烷基，m和n各自为0或1，p为0、1或2，并且这些化合物与胺、碱金属基或碱土金属基的盐具有良好的前和后除草和生长调节特性。