4-Chloro-6-difluoromethoxy-pyrimidin-2-ylamine | 85821-35-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-Chloro-6-difluoromethoxy-pyrimidin-2-ylamine
• 英文别名: 2-Amino-4-chloro-6-difluoromethoxy-pyrimidine；4-chloro-6-(difluoromethoxy)pyrimidin-2-amine
• CAS: 85821-35-8
• 化学式: C₅H₄ClF₂N₃O
• 分子量: 195.556
• InChiKey: HTSKOSDDIABZGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  61
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-Chloro-6-difluoromethoxy-pyrimidin-2-ylamine 在 盐酸 、 硫脲 作用下， 以87%的产率得到2-Amino-6-difluoromethoxy-pyrimidine-4-thiol
  参考文献：
  名称：

  Identification and synthesis of a unique disulfide dimeric metabolite of primisulfuron-methyl in the mouse

  摘要：

  DOI：

  10.1021/jf00036a037
• 作为产物：
  描述：

  6-(benzyloxy)-4-(difluoromethoxy)-2-(methylthio)pyrimidine 在 palladium on activated charcoal ammonium hydroxide 、 氢气 、 sodium carbonate 、 间氯过氧苯甲酸 、 三氯氧磷 作用下， 反应 1.0h， 生成 4-Chloro-6-difluoromethoxy-pyrimidin-2-ylamine
  参考文献：
  名称：

  Identification and synthesis of a unique disulfide dimeric metabolite of primisulfuron-methyl in the mouse

  摘要：

  DOI：

  10.1021/jf00036a037

文献信息

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

  公开号：US04693741A1

  公开（公告）日：1987-09-15

  N-Phenylsulfonyl-N'-pyrimidinyl- and -triazinylureas of the general formula ##STR1## and the salts of these compounds with amines, alkali metal or alkaline earth metal bases or quaternary ammonium bases have good pre-emergence and post-emergence selective herbicidal properties and growth-regulating properties. In this formula, A is a C.sub.1 -C.sub.6 -alkyl radical which is substituted by halogen, 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, C.sub.1 -C.sub.4 -halogenoalkoxy, C.sub.1 -C.sub.4 -halogenoalkylthio, C.sub.1 -C.sub.4 -halogenoalkylsulfinyl or C.sub.1 -C.sub.4 -halogenoalkylsulfonyl, or is a C.sub.2 -C.sub.6 -alkenyl radical substituted by the above radicals, E is the methine group or nitrogen, X is oxygen, sulfur or a sulfinyl or sulfonyl bridge, Z is oxygen or sulfur, m is the number one or two, R.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or a --Y--R.sub.5 radical, R.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl, C.sub.1 -C.sub.4 -halogenoalkyl or a --Y--R.sub.5, --COOR.sub.6, --NO.sub.2 or --CO--NR.sub.7 --R.sub.8 radical, R.sub.3 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 -halogenoalkyl, halogen, C.sub.1 -C.sub.4 -halogenoalkoxy or alkoxyalkyl having not more than 4 carbon atoms, R.sub.4 is C.sub.1 -C.sub.4 -halogenoalkoxy or C.sub.1 -C.sub.4 -halogenoalkylthio, R.sub.5 and R.sub.6 are each C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.2 -C.sub.6 -alkynyl, R.sub.7 and R.sub.8 independently of one another are hydrogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.2 -C.sub.6 -alkynyl and Y is oxygen, sulfur or a sulfinyl or sulfonyl bridge, and A can also be an unsubstituted C.sub.2 -C.sub.6 -alkenyl radical if X is simultaneously oxygen.

  一般式为##STR1##的N-苯磺酰-N'-嘧啶基和-三嗪基脲以及这些化合物与胺、碱金属或碱土金属碱或季铵碱的盐具有良好的拔节前和拔节后选择性除草性能和生长调节性能。在此式中，A是C.sub.1-C.sub.6烷基基团，其被卤素、C.sub.1-C.sub.4-烷氧基、C.sub.1-C.sub.4-烷基硫醚、C.sub.1-C.sub.4-烷基亚磺酰基、C.sub.1-C.sub.4-烷基磺酰基、C.sub.1-C.sub.4-卤代烷氧基、C.sub.1-C.sub.4-卤代烷基硫醚、C.sub.1-C.sub.4-卤代烷基亚磺酰基或C.sub.1-C.sub.4-卤代烷基磺酰基取代，或是C.sub.2-C.sub.6烯基基团，其被上述基团取代，E是甲基基团或氮，X是氧、硫或亚磺酰基或磺酰基桥，Z是氧或硫，m是数字1或2，R.sub.1是氢、卤素、C.sub.1-C.sub.5-烷基、C.sub.2-C.sub.5-烯基或--Y--R.sub.5基团，R.sub.2是氢、卤素、C.sub.1-C.sub.5-烷基、C.sub.2-C.sub.5-烯基、C.sub.1-C.sub.4-卤代烷基或--Y--R.sub.5、--COOR.sub.6、--NO.sub.2或--CO--NR.sub.7--R.sub.8基团，R.sub.3是氢、C.sub.1-C.sub.4-烷基、C.sub.1-C.sub.4-烷氧基、C.sub.1-C.sub.4-烷基硫醚、C.sub.1-C.sub.4-卤代烷基、卤素、C.sub.1-C.sub.4-卤代烷氧基或不超过4个碳原子的烷氧基烷基，R.sub.4是C.sub.1-C.sub.4-卤代烷氧基或C.sub.1-C.sub.4-卤代烷基硫醚，R.sub.5和R.sub.6分别是C.sub.1-C.sub.5-烷基、C.sub.2-C.sub.5-烯基或C.sub.2-C.sub.6-炔基，R.sub.7和R.sub.8相互独立地是氢、C.sub.1-C.sub.5-烷基、C.sub.2-C.sub.5-烯基或C.sub.2-C.sub.6-炔基，Y是氧、硫或亚磺酰基或磺酰基桥，如果X同时是氧，则A也可以是未取代的C.sub.2-C.sub.6烯基基团。
• Fluoroalkoxy-aminopyrimidines
  申请人：Ciba-Geigy Corporation

  公开号：US04480101A1

  公开（公告）日：1984-10-30

  There are described novel intermediates for herbicides of the sulfonylurea class, which have the general formula I ##STR1## wherein E is nitrogen or the methine group, R.sub.1 is halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkyl, --NR.sub.3 R.sub.4 or alkoxyalkyl having at most 4 carbon atoms, and R.sub.2 is a group --G--CF.sub.2 --T, where G is oxygen or sulfur, T is hydrogen, --CHClF, --CHBrF, --CHF.sub.2 or --CHF--CF.sub.3, R.sub.3 is hydrogen, methyl or ethyl, and R.sub.4 is hydrogen, methyl, ethyl, methoxy, ethoxy or methoxymethyl, with the proviso that R.sub.1 is not C.sub.1 -C.sub.4 -alkyl when simultaneously E is nitrogen and G is oxygen.

  描述了磺酰脲类除草剂的新型中间体，其具有一般式I：##STR1## 其中E为氮或甲基组，R1为卤素，C1-C4烷基，C1-C4烷氧基，C1-C4卤代烷氧基，C1-C4烷基硫基，C1-C4卤代烷基，--NR3R4或最多有4个碳原子的烷氧基烷基，R2为--G--CF2--T基团，其中G为氧或硫，T为氢，--CHClF，--CHBrF，--CHF2或--CHF--CF3，R3为氢，甲基或乙基，R4为氢，甲基，乙基，甲氧基，乙氧基或甲氧基甲基，但R1不是C1-C4烷基，同时E为氮且G为氧。
• Fluoroalkoxy-aminotriazines
  申请人：Ciba-Geigy Corporation

  公开号：US04540782A1

  公开（公告）日：1985-09-10

  There are described novel intermediates for herbicides of the sulfonylurea class, which have the general formula I ##STR1## wherein E is nitrogen or the methine group, R.sub.1 is halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkyl, --NR.sub.3 R.sub.4 or alkoxyalkyl having at most 4 carbon atoms, and R.sub.2 is a group --G--CF.sub.2 --T, where G is oxygen or sulfur, T is hydrogen, --CHClF, --CHBrF, --CHF.sub.2 or --CHF--CF.sub.3, R.sub.3 is hydrogen, methyl or ethyl, and R.sub.4 is hydrogen, methyl, ethyl, methoxy, ethoxy or methoxymethyl, with the proviso that R.sub.1 is not C.sub.1 -C.sub.4 -alkyl when simultaneously E is nitrogen and G is oxygen.

  本文描述了磺酰脲类除草剂的新型中间体，其具有一般式I ##STR1## 其中E是氮或甲基，R.sub.1是卤素，C.sub.1-C.sub.4-烷基，C.sub.1-C.sub.4-烷氧基，C.sub.1-C.sub.4-卤代烷氧基，C.sub.1-C.sub.4-烷基硫基，C.sub.1-C.sub.4-卤代烷基，--NR.sub.3 R.sub.4或最多具有4个碳原子的烷氧基烷基，R.sub.2是一个基团--G--CF.sub.2--T，其中G是氧或硫，T是氢，--CHClF，--CHBrF，--CHF.sub.2或--CHF--CF.sub.3，R.sub.3是氢，甲基或乙基，R.sub.4是氢，甲基，乙基，甲氧基，乙氧基或甲氧甲基，但有条件是当同时E为氮且G为氧时，R.sub.1不是C.sub.1-C.sub.4-烷基。
• N-Phenylsulfonyl-N'-triazinyl-ureas
  申请人：Ciba-Geigy Corporation

  公开号：US04545811A1

  公开（公告）日：1985-10-08

  N-Phenylsulfonyl-N'-pyrimidinyl- and -triazinyl-ureas of the general formula ##STR1## and the salts of these compounds with amines, alkali metal or alkaline earth metal bases or quaternary ammonium bases have good pre-emergence and post-emergence selective herbicidal properties and growth-regulating properties. In this formula, A is a C.sub.1 -C.sub.6 -alkyl radical which is substituted by halogen, 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, C.sub.1 -C.sub.4 -halogenoalkoxy, C.sub.1 -C.sub.4 -halogenoalkylthio, C.sub.1 -C.sub.4 -halogenoalkylsulfinyl or C.sub.1 -C.sub.4 -halogenoalkylsulfonyl, or is a C.sub.2 -C.sub.6 -alkenyl radical substituted by the above radicals, E is the methine group or nitrogen, X is oxygen, sulfur or a sulfinyl or sulfonyl bridge, Z is oxygen or sulfur, m is the number one or two, R.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or a --Y--R.sub.5 radical, R.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl, C.sub.1 -C.sub.4 -halogenoalkyl or a --Y--R.sub.5, --COOR.sub.6, --NO.sub.2 or --CO--NR.sub.7 --R.sub.8 radical, R.sub.3 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 -halogenoalkyl, halogen, C.sub.1 -C.sub.4 -halogenoalkoxy or alkoxyalkyl having not more than 4 carbon atoms, R.sub.4 is C.sub.1 -C.sub.4 -halogenoalkoxy or C.sub.1 -C.sub.4 -halogenoalkylthio, R.sub.5 and R.sub.6 are each C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.2 -C.sub.6 -alkynyl R.sub.7 and R.sub.8 independently of one another are hydrogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.2 -C.sub.6 -alkynyl and Y is oxygen, sulfur or a sulfinyl or sulfonyl bridge, and A can also be an unsubstituted C.sub.2 -C.sub.6 -alkenyl radical if X is simultaneously oxygen.

  通式为##STR1##的N-苯磺酰-N'-嘧啶基和三嗪基脲，以及这些化合物与胺、碱金属或碱土金属基或季铵基的盐具有良好的除草前和除草后选择性除草性能和生长调节性能。在此公式中，A是C.sub.1-C.sub.6烷基基团，该基团被卤素，C.sub.1-C.sub.4-烷氧基，C.sub.1-C.sub.4-烷基硫醚，C.sub.1-C.sub.4-烷基亚砜，C.sub.1-C.sub.4-烷基磺酰，C.sub.1-C.sub.4-卤代烷氧基，C.sub.1-C.sub.4-卤代烷基硫醚，C.sub.1-C.sub.4-卤代烷基亚砜或C.sub.1-C.sub.4-卤代烷基磺酰取代，或是被上述基团取代的C.sub.2-C.sub.6烯基基团，E是甲基基团或氮，X是氧，硫或亚砜或磺酰桥，Z是氧或硫，m是数字1或2，R.sub.1是氢，卤素，C.sub.1-C.sub.5-烷基，C.sub.2-C.sub.5-烯基或--Y--R.sub.5基团，R.sub.2是氢，卤素，C.sub.1-C.sub.5-烷基，C.sub.2-C.sub.5-烯基，C.sub.1-C.sub.4-卤代烷基或--Y--R.sub.5，--COOR.sub.6，--NO.sub.2或--CO--NR.sub.7--R.sub.8基团，R.sub.3是氢，C.sub.1-C.sub.4-烷基，C.sub.1-C.sub.4-烷氧基，C.sub.1-C.sub.4-烷基硫醚，C.sub.1-C.sub.4-卤代烷基，卤素，C.sub.1-C.sub.4-卤代烷氧基或具有不超过4个碳原子的烷氧基烷基，R.sub.4是C.sub.1-C.sub.4-卤代烷氧基或C.sub.1-C.sub.4-卤代烷基硫醚，R.sub.5和R.sub.6分别是C.sub.1-C.sub.5-烷基，C.sub.2-C.sub.5-烯基或C.sub.2-C.sub.6-炔基，R.sub.7和R.sub.8彼此独立地是氢，C.sub.1-C.sub.5-烷基，C.sub.2-C.sub.5-烯基或C.sub.2-C.sub.6-炔基，Y是氧，硫或亚砜或磺酰桥，如果X同时是氧，则A还可以是未取代的C.sub.2-C.sub.6烯基基团。
• N-Phenylsulfonyl-N'-pyrimidinyl- und -triazinylharnstoffe
  申请人：CIBA-GEIGY AG

  公开号：EP0072347A1

  公开（公告）日：1983-02-16

  N-Phenylsulfony-N'-pyrimidinyl- und -triazinyl-harnstotte der allgemeinen Formel und die Salze dieser Verbindungen mit Aminen, Alkali- oder Erdalkalimetallbasen oder mit quaternären Ammoniumbasen haben gute pre- und postemergent-selektive herbizide und wuchsregulierende Eigenschaften. In dieser Formel bedeuten A einen durch Halogen, C1-C4-Alkoxy, C1-C4-Alkylthio, C1-C4-Alkylsulfinyl, C1-C47-Alkylsulfonyl, C1-C4-Halogenalkoxy, C1-C4-Halogenalkylthio, C1-C4-Halogenalkylsulfinyl oder C1-C4-Halogenalkylsulfonyl substituierten C,-C6-Alkylrest, oder einen durch die aufgezählten Reste substituierten C2-C6-Alkenylrest, E die Methingruppe oder Stickstoff, X Sauerstoff, Schwefel, eine Sulfinyl- oder Sulfonylbrücke, Z Sauerstoff oder Schwefel, m die Zahl eins oder zwei, R1 Wasserstoff, Halogen, C1-C5-Alkyl, C2-C5Alkenyl oder ei nen Rest -Y-Rs, R2 Wasserstoff, Halogen, C1-C5-Alkyl, C2-C5-Alkenyl C1-C4-Halogenalkyl, oder einen Rest -Y-R5, -COOR6, -NO oder -CO-NR7-R8, R3 Wasserstoff, C1-C4-Alkyl, C1-C4-Alkoxy, C,-C4-Alkylthic C1-C4-Halogenalkyl, Halogen, C1-C4-Halogenafkoxy ode Alkoxyalkyl mit höchstens 4 Kohlenstoffatomen, R4 C1-C4 Halogenalkoxy oder C1-C4-Halogenalkylthio, Rs und R6 je C1-C5-Alkyl, C2-C5Alkenyl oder C2-C6-Alkinyl, R7 und R8 unabhängig voneinander Wasserstoff, C1-C5-Alkv C2-C5-Alkenyl oder C2-C6-Alkinyl und Y Sauerstoff, Schwefel, eine Sulfinyl- oder Sulfonylbrücke, wobei A auch für den unsubstituierten C2-C6-Alkenylrest stehe kann wenn gleichzeitig X Sauerstoff bedeutet.

  通式为 N-苯磺酰基-N'-嘧啶基-和三嗪基-脲点 以及这些化合物与胺、碱金属或碱土金属碱或与季铵盐的盐具有良好的杂交前和杂交后选择性除草和生长调节特性。 在此式中 A 是被卤素、C1-C4-烷氧基、C1-C4-烷硫基、C1-C4-烷基磺酰基、C1-C47-烷基磺酰基、C1-C4-卤代烷氧基、C1-C4-卤代烷硫基、C1-C4-卤代烷基磺酰基或 C1-C4-卤代烷基磺酰基取代的 C,-C6-烷基，或被上述基取代的 C2-C6- 烷基、 E 是甲基或氮、 X 氧、硫、亚砜基或磺酰基桥、 Z 是氧或硫、 m 是数字 1 或 2、 R1 是氢、卤素、C1-C5 烷基、C2-C5 烯基或自由基-Y-Rs、 R2 是氢、卤素、C1-C5 烷基、C2-C5 烯基、C1-C4 卤代烷基或自由基 -Y-R5、-COOR6、-NO 或 -CO-NR7-R8、 R3 是氢、C1-C4 烷基、C1-C4 烷氧基、C1-C4 卤代烷基、卤素、C1-C4 卤代烷氧基或碳原子数不超过 4 个的烷氧基烷基、 R4 C1-C4 卤代烷氧基或 C1-C4 卤代硫代烷基、 Rs 和 R6 各为 C1-C5- 烷基、C2-C5-烯基或 C2-C6- 烷炔基、 R7 和 R8 相互独立地为氢、C1-C5 烷基、C2-C5 烯基或 C2-C6 烷炔基，以及 Y 是氧、硫、亚砜基或磺酰基桥，其中如果 X 也是氧，则 A 也可以是未取代的 C2-C6- 烷基。