3-[4-Chloro-3-(ethoximinomethyl)-phenyl]-2,4-dioxo-1-methyl-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine | 186793-72-6

• 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: 3-[4-Chloro-3-(ethoximinomethyl)-phenyl]-2,4-dioxo-1-methyl-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine
• 英文别名: 3-(4-Chloro-3-ethoxyiminomethylphenyl)-1-methyl-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione；3-[4-chloro-3-(ethoxyiminomethyl)phenyl]-1-methyl-6-(trifluoromethyl)pyrimidine-2,4-dione
• CAS: 186793-72-6
• 化学式: C₁₅H₁₃ClF₃N₃O₃
• 分子量: 375.735
• InChiKey: DTUKSVNGGDJUCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  62.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-[4-Chloro-3-(ethoximinomethyl)-phenyl]-2,4-dioxo-1-methyl-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine 以 甲苯 、 Petroleum ether 为溶剂， 生成 3-[4-Chloro-3-ethoximinomethylphenyl]-1-methyl-2-oxo-4-thioxo-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine
  参考文献：
  名称：

  Substituted 3-phenyluracils

  摘要：

  公式I的3-苯基尿嘧啶的替代物，其中X1和X2分别为氧；W为—C(R8)=X5，其中X5为氧、硫或基团—NR14；R14为羟基、烷氧基、烯基氧基、炔基氧基、环烷氧基、环烯基氧基、卤代烷氧基、卤代烯基氧基、羟基烷氧基、氰基烷氧基、环烷基烷氧基、烷氧基烷氧基、烷氧基烯基氧基、烷基羰基氧基、卤代烷基羰基氧基、烷基氨基羟基、卤代烷基氨基羟基、烷氧羰基烷氧基、烷基硫代烷氧基、二烷基氨基烷氧基，R8为氢、氰基或烷基；R1为卤素或氰基；R2为氢或卤素；R3为氢或烷基；R4为氰基、烷基或卤代烷基；R5为氢、卤素或烷基；或化合物I的盐或烯醇醚，其中R3为氢，或其互变异构体，用于植物的干燥和脱叶，或作为杀虫剂或除草剂。

  公开号：

  US06239074B1
• 作为产物：
  描述：

  3-[4-Chloro-3-(ethoximinomethyl)-phenyl]-2,4-dioxo-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine 、 碘甲烷 在 potassium carbonate 作用下， 以 N-甲基乙酰胺 、 水 为溶剂， 生成 3-[4-Chloro-3-(ethoximinomethyl)-phenyl]-2,4-dioxo-1-methyl-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine
  参考文献：
  名称：

  Substituted 3-phenyluracils

  摘要：

  公式I的3-苯基尿嘧啶的替代物，其中X1和X2分别为氧；W为—C(R8)=X5，其中X5为氧、硫或基团—NR14；R14为羟基、烷氧基、烯基氧基、炔基氧基、环烷氧基、环烯基氧基、卤代烷氧基、卤代烯基氧基、羟基烷氧基、氰基烷氧基、环烷基烷氧基、烷氧基烷氧基、烷氧基烯基氧基、烷基羰基氧基、卤代烷基羰基氧基、烷基氨基羟基、卤代烷基氨基羟基、烷氧羰基烷氧基、烷基硫代烷氧基、二烷基氨基烷氧基，R8为氢、氰基或烷基；R1为卤素或氰基；R2为氢或卤素；R3为氢或烷基；R4为氰基、烷基或卤代烷基；R5为氢、卤素或烷基；或化合物I的盐或烯醇醚，其中R3为氢，或其互变异构体，用于植物的干燥和脱叶，或作为杀虫剂或除草剂。

  公开号：

  US06239074B1

文献信息

• Benzylhydroxylamines and intermediates used to prepare them
  申请人：BASF Aktiengesellschaft

  公开号：US06057269A1

  公开（公告）日：2000-05-02

  Benzylhydroxylamines I ##STR1## (X=--N(R.sup.7)--O--; Y=O, S; R.sup.1 =halogen, CN, NO.sub.2, CF.sub.3 ; R.sup.2 =H, halogen; R.sup.3 =H, NH.sub.2, CH.sub.3 ; R.sup.4 =H, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylsulfinyl or C.sub.1 -C.sub.6 -alkylsulfonyl; R.sup.5 =H, halogen, C.sub.1 -C.sub.6 -alkyl; R.sup.6 =H, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.2 -C.sub.6 -alkenyl; R.sup.7 =H, C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkynyl, C.sub.1 -C.sub.6 -alkylcarbonyl, C.sub.3 -C.sub.6 -alkenylcarbonyl, C.sub.3 -C.sub.6 -alkynylcarbonyl, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.2 -C.sub.8 -alkenyloxycarbonyl, C.sub.2 -C.sub.6 -alkynyloxycarbonyl, C.sub.1 -C.sub.6 -alkylthiocarbonyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylcarbamoyl, it being possible for the 14 last-mentioned radicals to have attached to them 1-3 substituents: NO.sub.2, CN, halogen, C.sub.3 -C.sub.8 -cycloalkyl, OH, C.sub.1 -C.sub.6 -alkoxy, C.sub.3 -C.sub.8 -cycloalkoxy, C.sub.3 -C.sub.6 -alkenyloxy, C.sub.3 -C.sub.6 -alkynyloxy, C.sub.1 -C.sub.6 -alkoxy-C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylcarbonyl, C.sub.1 -C.sub.6 -alkylcarbonyloxy, C.sub.1 -C.sub.6 -alkylsulfinyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylideneaminoxy, C.sub.1 -C.sub.6 -alkylcarbamoyl, unsubstituted or substituted phenyl, phenoxy or phenylsulfonyl, a 3- to 7-membered heterocyclyl or heterocyclyloxy group having 1-3 hetero atoms, it being possible for this group to be saturated, unsaturated or aromatic and to have attached to it 1-3 substituents, --CO--Z.sup.1 R.sup.9, --OCO--Z.sup.1 R.sup.9, --N(R.sup.9)R.sup.10 or R.sup.7 =unsubstituted or substituted cycloalkylcarbonyl, phenylcarbonyl, phenylsulfonyl, phenylcarbamoyl; R.sup.8 =H, C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.3 -C.sub.6 -alkenyl or C.sub.3 -C.sub.6 -alkynyl, it being possible for each of the 5 last-mentioned radicals to have attached to it 1-3 substituents: NO.sub.2, CN, halogen, C.sub.3 -C.sub.8 -cycloalkyl, OH, C.sub.1 -C.sub.6 -alkoxy, C.sub.3 -C.sub.8 -cycloalkoxy, C.sub.3 -C.sub.6 -alkenyloxy, C.sub.3 -C.sub.6 -alkynyloxy, C.sub.1 -C.sub.6 -alkoxy-C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylsulfinyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylideneaminoxy, unsubstituted or substituted phenyl- [sic], phenoxy-[sic] or phenylsulfonyl, a 3- to 7-membered heterocyclyl or heterocyclyloxy group having 1-3 hetero atoms, it being possible for this group to be saturated, unsaturated or aromatic and to have attached to it 1-3 substituents, --CO--Z.sup.2 R.sup.11, --OCO--Z.sup.2 R.sup.11, --N(R.sup.11)R.sup.12 ; Z.sup.1 a chemical bond, oxygen, sulfur or --N(R.sup.10)--; Z.sup.2 =a chemical bond, oxygen, sulfur or --N(R.sup.12)--; R.sup.9, R.sup.11 =H, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkynyl, C.sub.1 -C.sub.6 -alkoxy-C.sub.1 -C.sub.6 -alkyl, (C.sub.1 -C.sub.6 -alkoxy)carbonyl-C.sub.1 -C.sub.6 -alkyl, unsubstituted or substituted phenyl or phenyl-C.sub.1 -C.sub.6 -alkyl, or Z.sup.1 and R.sup.9 and/or Z.sup.2 and R.sup.11 together=a 3- to 7-membered heterocycle having 1-3 hetero atoms and bonded via nitrogen, it being possible for this heterocycle to be saturated, unsaturated or aromatic and, if desired, to have attached to it one to three substituents, R.sup.10, R.sup.12 =H, OH, C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.1 -C.sub.6 -alkoxy) and the salts of I where R.sup.3, R.sup.7 and/or R.sup.8 =hydrogen are used as herbicides and for the desiccation/defoliation of plants.

  Benzylhydroxylamines I ##STR1## (X=--N(R.sup.7)--O--; Y=O, S; R.sup.1 =halogen, CN, NO.sub.2, CF.sub.3 ; R.sup.2 =H, halogen; R.sup.3 =H, NH.sub.2, CH.sub.3 ; R.sup.4 =H, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylsulfinyl或C.sub.1 -C.sub.6 -alkylsulfonyl; R.sup.5 =H, halogen, C.sub.1 -C.sub.6 -alkyl; R.sup.6 =H, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.2 -C.sub.6 -alkenyl; R.sup.7 =H, C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkynyl, C.sub.1 -C.sub.6 -alkylcarbonyl, C.sub.3 -C.sub.6 -alkenylcarbonyl, C.sub.3 -C.sub.6 -alkynylcarbonyl, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.2 -C.sub.8 -alkenyloxycarbonyl, C.sub.2 -C.sub.6 -alkynyloxycarbonyl, C.sub.1 -C.sub.6 -alkylthiocarbonyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylcarbamoyl，这些基团可以带有1-3个取代基：NO.sub.2, CN, halogen, C.sub.3 -C.sub.8 -cycloalkyl, OH, C.sub.1 -C.sub.6 -alkoxy, C.sub.3 -C.sub.8 -cycloalkoxy, C.sub.3 -C.sub.6 -alkenyloxy, C.sub.3 -C.sub.6 -alkynyloxy, C.sub.1 -C.sub.6 -alkoxy-C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylcarbonyl, C.sub.1 -C.sub.6 -alkylcarbonyloxy, C.sub.1 -C.sub.6 -alkylsulfinyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylideneaminoxy, C.sub.1 -C.sub.6 -alkylcarbamoyl, unsubstituted or substituted phenyl, phenoxy or phenylsulfonyl, a 3- to 7-membered heterocyclyl or heterocyclyloxy group having 1-3 hetero atoms, it being possible for this group to be saturated, unsaturated or aromatic and to have attached to it 1-3 substituents, --CO--Z.sup.1 R.sup.9, --OCO--Z.sup.1 R.sup.9, --N(R.sup.9)R.sup.10或R.sup.7 =unsubstituted or substituted cycloalkylcarbonyl, phenylcarbonyl, phenylsulfonyl, phenylcarbamoyl; R.sup.8 =H, C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.3 -C.sub.6 -alkenyl或C.sub.3 -C.sub.6 -alkynyl，这些基团可以带有1-3个取代基: NO.sub.2, CN, halogen, C.sub.3 -C.sub.8 -cycloalkyl, OH, C.sub.1 -C.sub.6 -alkoxy, C.sub.3 -C.sub.8 -cycloalkoxy, C.sub.3 -C.sub.6 -alkenyloxy, C.sub.3 -C.sub.6 -alkynyloxy, C.sub.1 -C.sub.6 -alkoxy-C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylsulfinyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylideneaminoxy, unsubstituted or substituted phenyl- [sic], phenoxy-[sic] or phenylsulfonyl, a 3- to 7-membered heterocyclyl or heterocyclyloxy group having 1-3 hetero atoms, it being possible for this group to be saturated, unsaturated or aromatic and to have attached to it 1-3 substituents, --CO--Z.sup.2 R.sup.11, --OCO--Z.sup.2 R.sup.11, --N(R.sup.11)R.sup.12 ; Z.sup.1 a chemical bond, oxygen, sulfur or --N(R.sup.10)--; Z.sup.2 =a chemical bond, oxygen, sulfur or --N(R.sup.12)--; R.sup.9, R.sup.11 =H, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkynyl, C.sub.1 -C.sub.6 -alkoxy-C.sub.1 -C.sub.6 -alkyl, (C.sub.1 -C.sub.6 -alkoxy)carbonyl-C.sub.1 -C.sub.6 -alkyl, unsubstituted or substituted phenyl or phenyl-C.sub.1 -C.sub.6 -alkyl, or Z.sup.1 and R.sup.9 and/or Z.sup.2 and R.sup.11 together=a 3- to 7-membered heterocycle having 1-3 hetero atoms and bonded via nitrogen, it being possible for this heterocycle to be saturated, unsaturated or aromatic and, if desired, to have attached to it one to three substituents, R.sup.10, R.sup.12 =H, OH, C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.1 -C.sub.6 -alkoxy)以及I的盐，其中R.sup.3，R.sup.7和/或R.sup.8 =氢，可用作除草剂和植物的脱水/落叶剂。
• Substituted 3-phenyluracils
  申请人：BASF Aktiengesellschaft

  公开号：US06239074B1

  公开（公告）日：2001-05-29

  A substituted 3-phenyluracil of the formula I where X1 and X2 are each oxygen; W is —C(R8)=X5, where X5 is oxygen, sulfur, or a radical —NR14; R14 is hydroxyl, alkoxy, alkenyloxy, alkynyloxy, cycloalkoxy, cycloalkenyloxy, haloalkoxy, haloalkenyloxy, hydroxyalkoxy, cyanoalkoxy, cycloalkylalkoxy, alkoxyalkoxy, alkoxyalkenyloxy, alkylcarbonyloxy, haloalkylcarbonyloxy, alkylcarbamoyloxy, haloalkylcarbamoyloxy, alkoxycarbonylalkoxy, alkylthioalkoxy, dialkylaminoalkoxy, R8 is hydrogen, cyano or alkyl; R1 is halogen or cyano; R2 is hydrogen or halogen; R3 is hydrogen or alkyl; R4 is cyano, alkyl or haloalkyl; R5 is hydrogen, halogen or alkyl; or a salt or enol ether of a compound I wherein R3 is hydrogen, or its tautomeric forms, for the desiccation and defoliation of plants or as an insecticide or herbicide.

  公式I的3-苯基尿嘧啶的替代物，其中X1和X2分别为氧；W为—C(R8)=X5，其中X5为氧、硫或基团—NR14；R14为羟基、烷氧基、烯基氧基、炔基氧基、环烷氧基、环烯基氧基、卤代烷氧基、卤代烯基氧基、羟基烷氧基、氰基烷氧基、环烷基烷氧基、烷氧基烷氧基、烷氧基烯基氧基、烷基羰基氧基、卤代烷基羰基氧基、烷基氨基羟基、卤代烷基氨基羟基、烷氧羰基烷氧基、烷基硫代烷氧基、二烷基氨基烷氧基，R8为氢、氰基或烷基；R1为卤素或氰基；R2为氢或卤素；R3为氢或烷基；R4为氰基、烷基或卤代烷基；R5为氢、卤素或烷基；或化合物I的盐或烯醇醚，其中R3为氢，或其互变异构体，用于植物的干燥和脱叶，或作为杀虫剂或除草剂。