2-difluoromethoxybenzenesulfonyl isocyanate | 77798-33-5

• 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-difluoromethoxybenzenesulfonyl isocyanate
• 英文别名: 2-difluoromethoxyphenylsulfonyl isocyanate；2-Difluoromethoxybenzenesulfonylisocyanate；2-(difluoromethoxy)-N-(oxomethylidene)benzenesulfonamide
• CAS: 77798-33-5
• 化学式: C₈H₅F₂NO₄S
• 分子量: 249.195
• InChiKey: BGVZDBCLXVQONI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  81.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5-氯-4,6-二甲基嘧啶-2-胺 、 2-difluoromethoxybenzenesulfonyl isocyanate 生成 1-(5-chloro-4,6-dimethylpyrimidin-2-yl)-3-[2-(difluoromethoxy)phenyl]sulfonylurea
  参考文献：
  名称：

  SCHOENOWSKY, H.;BAUER, K.;BIERINGER, H.

  摘要：

  DOI：

文献信息

• N-(Cyclopropyl-triazinyl-n'-(arylsulfonyl) ureas having herbicidal
  申请人：Ciba Geigy Corporation

  公开号：US04515626A1

  公开（公告）日：1985-05-07

  N-(Cyclopropyl-triazinyl- and -pyrimidinyl)-N'-arylsulfonyl ureas of the formula ##STR1## wherein Ar is a phenyl group ##STR2## or a naphthyl group ##STR3## and Q is a group X-A or R.sub.3, A is a C.sub.3 -C.sub.6 -alkynyl group, a C.sub.1 -C.sub.6 -alkyl group which is unsubstituted or 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 -haloalkoxy, C.sub.1 -C.sub.4 -haloalkylthio, C.sub.1 -C.sub.4 -haloalkylsulfinyl or C.sub.1 -C.sub.4 -haloalkylsulfonyl, or a C.sub.2 -C.sub.6 -alkenyl group which is unsubstituted or substituted by the groups given in the foregoing for C.sub.1 -C.sub.6 -alkyl, or A is a phenyl or benzyl group, E is the methine group or nitrogen, X is oxygen, sulfur, or a sulfinyl or sulfonyl bridge, Z is oxygen or sulfur, R.sub.1 is hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, R.sub.2 is halogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -haloalkyl, C.sub.1 -C.sub.3 -alkoxy, C.sub.1 -C.sub.3 -haloalkoxy, amino, C.sub.1 -C.sub.3 -alkylamino, di-(C.sub.1 -C.sub.3 -alkyl)amino, C.sub.3 -C.sub.6 -cycloalkyl or C.sub.2 -C.sub.6 -alkoxyalkyl, R.sub.3 is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl, C.sub.1 -C.sub.4 -haloalkyl, or a group --X-R.sub.6, --COZR.sub.11, --NO.sub.2 or --CO-NR.sub.8 R.sub.9, --CN, --COR.sub.10, --NR.sub.1 R.sub.7 or --NR.sub.1 -COR.sub.12, R.sub.4 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 having at most 4 carbon atoms, R.sub.5 is the same as R.sub.3 but independent thereof, R.sub.6 and R.sub.7 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.8 and R.sub.9 independently of one another are each hydrogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.2 -C.sub.6 -alkynyl, R.sub.10 is hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.3 -haloalkyl, R.sub.11 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.3 -haloalkyl, C.sub.3 -C.sub.5 -alkenyl, C.sub.3 -C.sub.5 -alkynyl, phenyl or benzyl, and R.sub.12 is the same as R.sub.1 but independent thereof, and the salts of these compounds with amines, alkali metal bases or alkaline-earth metal bases or with quaternary ammonium bases, have good pre- and post-emergence-selective herbicidal and plant-growth-regulating properties.

  该专利描述了一类化合物，其通式为N-(环丙基-三嗪基和嘧啶基)-N'-芳基磺酰脲，其中Ar是苯基或萘基，Q是X-A或R3基团，A是C3-C6-炔基、未取代或卤代的C1-C6-烷基、C1-C4-烷氧基、C1-C4-烷基硫基、C1-C4-烷基亚砜基、C1-C4-烷基磺酰基、C1-C4-卤代烷氧基、C1-C4-卤代烷基硫基、C1-C4-卤代烷基亚砜基或C1-C4-卤代烷基磺酰基，或未取代或取代为C1-C6-烷基的C2-C6-烯基，A是苯基或苄基，E是亚甲基或氮，X是氧、硫或亚砜基或磺酰基桥，Z是氧或硫，R1是氢、C1-C4-烷基或C1-C4-烷氧基，R2是卤素、C1-C3-烷基、C1-C3-卤代烷基、C1-C3-烷氧基、C1-C3-卤代烷氧基、氨基、C1-C3-烷基氨基、二-(C1-C3-烷基)氨基、C3-C6-环烷基或C2-C6-烷氧基烷基，R3是氢、卤素、C1-C5-烷基、C2-C5-烯基、C1-C4-卤代烷基或--X-R6、--COZR11、--NO2或--CO-NR8R9、--CN、--COR10、--NR1R7或--NR1-COR12基团，R4是氢、C1-C4-烷基、C1-C4-烷氧基、C1-C4-烷基硫基、C1-C4-卤代烷基、C1-C4-卤代烷氧基、卤素或最多有4个碳原子的烷氧基烷基，R5与R3相同但互相独立，R6和R7分别是C1-C5-烷基、C2-C5-烯基或C2-C6-炔基，R8和R9彼此独立地是氢、C1-C5-烷基、C2-C5-烯基或C2-C6-炔基，R10是氢、C1-C4-烷基或C1-C3-卤代烷基，R11是氢、C1-C4-烷基、C1-C3-卤代烷基、C3-C5-烯基、C3-C5-炔基、苯基或苄基，R12与R1相同但互相独立，以及这些化合物与胺、碱金属基或碱土金属基或季铵盐基的盐具有良好的前和后除草和植物生长调节性能。
• 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。
• N-phenylsulfonyl-N-triazinylureas
  申请人：Ciba-Geigy Corporation

  公开号：US04944794A1

  公开（公告）日：1990-07-31

  N-phenylsulfonyl-N'-triazinylureas of the general formula ##STR1## and the salts of these compounds with amines, alkali metal or alkaline-earth metal bases or with quaternary ammonium bases have good selective, pre- and post-emergence, herbicidal and growth-regulating properties. The symbols in this formula have the following meanings; A is a C.sub.1 -C.sub.6 -haloalkyl group, 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.6 group, R.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.1 -C.sub.4 -haloalkyl, or a group --Y--R.sub.6, --COOR.sub.7, --NO.sub.2 or --CO--NR.sub.8 --R.sub.9, 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 -haloalkyl, C.sub.1 -C.sub.4 -haloalkoxy, halogen or alkoxyalkyl having at most 4 carbon atoms, R.sub.4 is hydrogen, methyl or ethyl, R.sub.5 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.3 -alkoxy, methoxymethyl, cyanomethyl or cyanoethyl, R.sub.6 and R.sub.7 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.8 and R.sub.9 independently of one another are each 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.

  通式为##STR1##的N-苯基磺酰基-N'-三嗪基脲及其与胺、碱金属或碱土金属基或季铵基的盐具有良好的选择性、前、后除草和生长调节性能。公式中的符号具有以下含义：A为C.sub.1-C.sub.6-卤代烷基，X为氧、硫或亚磺酰基或磺酰基桥，Z为氧或硫，m为1或2，R.sub.1为氢、卤素、C.sub.1-C.sub.5-烷基、C.sub.2-C.sub.5-烯基或--Y--R.sub.6基团，R.sub.2为氢、卤素、C.sub.1-C.sub.5-烷基、C.sub.2-C.sub.5-烯基或C.sub.1-C.sub.4-卤代烷基，或--Y--R.sub.6、--COOR.sub.7、--NO.sub.2或--CO--NR.sub.8--R.sub.9基团，R.sub.3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、卤素或最多具有4个碳原子的烷氧基烷基，R.sub.4为氢、甲基或乙基，R.sub.5为氢、C.sub.1-C.sub.4-烷基、C.sub.1-C.sub.3-烷氧基、甲氧甲基、氰基甲基或氰基乙基，R.sub.6和R.sub.7分别为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.8和R.sub.9独立地为氢、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为氧、硫或亚磺酰基或磺酰基桥。
• 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。