2-amino-4-difluoromethoxy-6-methylpyrimidine | 85821-30-3

• 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: 2-amino-4-difluoromethoxy-6-methylpyrimidine
• 英文别名: 2-amino-4-methyl-6-difluoromethoxypyrimidine；4-(Difluoromethoxy)-6-methylpyrimidin-2-amine
• CAS: 85821-30-3
• 化学式: C₆H₇F₂N₃O
• 分子量: 175.138
• InChiKey: VPSDEDHCJRKTQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  1,3-dimethyl-5-methoxycarbonylpyrazole-4-sulfonyl isocyanate 、 2-amino-4-difluoromethoxy-6-methylpyrimidine 生成 Methyl 4-[[4-(difluoromethoxy)-6-methylpyrimidin-2-yl]carbamoylsulfamoyl]-2,5-dimethylpyrazole-3-carboxylate
  参考文献：
  名称：

  YAMAMOTO, CYCYMY;CATO, TOSIAKI;MORIMOTO, KATSUYUKI;IGAI, TAKASI;OGUTI, XI+

  摘要：

  DOI：
• 作为产物：
  描述：

  2-Methylsulfonyl-4-difluoromethoxy-6-methylpyrimidine 生成 2-amino-4-difluoromethoxy-6-methylpyrimidine
  参考文献：
  名称：

  PFLUGER, R. W.

  摘要：

  DOI：

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。
• N-Arylsulfonyl-N'-pyrimidinylureas
  申请人：Ciba-Geigy Corporation

  公开号：US04478635A1

  公开（公告）日：1984-10-23

  The invention relates to N-arylsulfonyl-N'-pyrimidinyl ureas of the general formula ##STR1## and to the salts thereof with amines, alkali metal hydroxides or alkaline earth metal hydroxides or with quaternary ammonium bases. These compounds have good pre- and postemergence selective herbicidal and growth regulating properties. In the formula, R.sub.18 is hydrogen, alkyl or alkoxy, X is an unsubstituted or substituted phenyl radical or an unsubstituted or substituted naphthyl radical, Y is 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, C.sub.1 -C.sub.3 alkylthio, C.sub.2 -C.sub.3 alkoxyalkyl, halogen or an unsubstituted amino group and Z is oxygen or sulfur.

  本发明涉及一般式为##STR1##的N-芳基磺酰-N'-嘧啶基脲及其与胺、碱金属氢氧化物或碱土金属氢氧化物或季铵碱基的盐。这些化合物具有良好的前后除草和生长调节性能。在该式中，R.sub.18是氢、烷基或烷氧基，X是未取代或取代的苯基基团或未取代或取代的萘基基团，Y是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、C.sub.1-C.sub.3卤代烷氧基、C.sub.1-C.sub.3烷基硫基、C.sub.2-C.sub.3烷氧基烷基、卤素或未取代的氨基团，Z是氧或硫。
• 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。
• Process for producing fluoroalkoxyaminopyrimidines
  申请人：Ciba Geigy Corporation

  公开号：US04542216A1

  公开（公告）日：1985-09-17

  A novel process for producing fluoroalkoxyaminopyrimidines of the formula I ##STR1## wherein R is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or benzyl, X is halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylamino or di-C.sub.1 -C.sub.4 -alkylamino, and T is hydrogen, chlorofluoromethyl, bromofluoromethyl, difluoromethyl or 1,2,2,2-tetrafluoroethyl, characterized in that a thiopyrimidine of the formula II ##STR2## wherein Y has the meaning given for X under the formula I or is hydroxyl, A is hydrogen, sodium, potassium or an equivalent of calcium or magnesium, and Q is C.sub.1 -C.sub.4 -alkyl, phenyl or benzyl, is reacted with difluorochloromethane, difluorobromomethane, tetrafluoroethylene, perfluoropropylene, trifluorobromoethylene or trifluorochloroethylene in the presence of a base; the resulting compound of the formula III ##STR3## is converted by oxidation into a compound of the formula IV ##STR4## wherein n is the number one or two; and this compound is treated with an amine of the formula V H--NH--R (V).

  一种生产公式I的氟烷氧基氨基嘧啶的新工艺，其中R为氢、C1-C4烷基、C1-C4烷氧基或苄基，X为卤素、C1-C4烷基、C1-C4烷氧基、C1-C4卤代烷基、C1-C4卤代烷氧基、C1-C4烷基氨基或双C1-C4烷基氨基，T为氢、氯氟甲基、溴氟甲基、二氟甲基或1,2,2,2-四氟乙基。该工艺的特点在于，在碱的存在下，公式II的硫代嘧啶与二氟氯甲烷、二氟溴甲烷、四氟乙烯、全氟丙烯、三氟溴乙烯或三氟氯乙烯反应，其中Y在公式I下具有X所给出的含义或为羟基，A为氢、钠、钾或钙或镁的等效物，Q为C1-C4烷基、苯基或苄基；得到的公式III的化合物通过氧化转化为公式IV的化合物，其中n为数字1或2；然后将该化合物与公式V H--NH--R（V）的胺处理。