3-[4-Amino-7-fluoro-4H-2,3-dihydrobenzoxazin-3-on-6-yl]-1-methyl-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 3-[4-Amino-7-fluoro-4H-2,3-dihydrobenzoxazin-3-on-6-yl]-1-methyl-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
• 英文别名: 3-(4-amino-7-fluoro-3-oxo-4H-1,2-benzoxazin-6-yl)-1-methyl-6-(trifluoromethyl)pyrimidine-2,4-dione
• 化学式: C₁₄H₁₀F₄N₄O₄
• 分子量: 374.251
• InChiKey: MITQOOFRPYQJFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  3-[7-fluoro-4H-2,3-dihydrobenzoxazin-3-on-6-yl]-1-methyl-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione 、 2,4-二硝基苯基羟胺 在 potassium carbonate 作用下， 以 乙酸乙酯 为溶剂， 生成 3-[4-Amino-7-fluoro-4H-2,3-dihydrobenzoxazin-3-on-6-yl]-1-methyl-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
  参考文献：
  名称：

  3-aryluracils and intermediates for their preparation

  摘要：

  式I中的3-芳基尿嘧啶，其中A为氢、甲基或氨基；X为氧或—N(R7)—（R7=H烷基、烯基、炔基、烷基羰基或烷氧基烷基）；Y1为氧或硫；Z为氧或—N(R8)—（R8=H、烷基、烯基、炔基或烷氧基烷基）；R1为氢或卤素；R2为氢、卤素、烷基、卤代烷基、烷硫基、烷基硫醇基或烷基磺酰基；R3为氢、卤素或烷基；R4为氢；或可选地取代的烷基、环烷基、卤代烷基、烯基、炔基、烷基羰基、烯基羰基、炔基羰基或烷基磺酰基；R5、R6为氢、烷基、烯基、炔基或烷氧基烷基；或R6、R8共同形成第二化学键，其制造方法和中间体，以及其作为除草剂或用于植物的干燥或落叶的用途。

  公开号：

  US06323154B1

文献信息

• [EN] 3-ARYLURACILS AND INTERMEDIATES FOR THEIR PREPARATION<br/>[FR] 3-ARYLURACILES ET INTERMEDIAIRES POUR LEUR PREPARATION
  申请人：BASF AKTIENGESELLSCHAFT

  公开号：WO1996028442A1

  公开（公告）日：1996-09-19

  (EN) 3-Aryluracils (I) and their salts (with A = hydrogen) where: A = H, CH3, NH2; R1 = H, halogen; R2 = H, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylthio, C1-C6-alkylsulfenyl or C1-C6-alkylsulfonyl; R3 = H, halogen, C1-C6-alkyl; X = oxygen or -N(R7)-, with R7 = C1-C6-alkyl, C3-C6-alkenyl, C3-C6-alkynyl, C1-C6-alkylcarbonyl or C1-C6-alkoxy-C1-C6-alkyl; Y1 and Y2 = oxygen or sulfur; Z = oxygen or -N(R8)-; R5, R6 and R8 = H, C1-C6-alkyl, C3-C6-alkenyl, C3-C6-alkynyl or C1-C6-alkoxy-C1-C6-alkyl; or R6 and R8 together are a second chemical bond; R4 = H, C1-C6-alkyl, C3-C8-cycloalkyl, C1-C6-haloalkyl, C3-C6-alkenyl, C3-C6-alkynyl, C1-C6-alkylcarbonyl, C3-C6-alkenyl-carbonyl, C3-C6-alkynylcarbonyl or C1-C6-alkylsulfonyl, where each of the last-mentioned 9 radicals can carry 1-3 substituents: R9 = H, C1-C6-alkyl, C3-C8-cycloalkyl, C3-C6-alkenyl, C3-C6-alkynyl, C1-C6-alkoxy-C1-C6-alkyl, (C1-C6-alkoxy)carbonyl-C1-C6-alkyl, unsubst. or subst. phenyl or phenyl-C1-C6-alkyl; R10 = H, OH, C1-C6-alkyl, C3-C8-cycloalkyl, C1-C6-alkoxy, C3-C6-alkenyloxy, C1-C6-alkoxycarbonyl-C1-C6-alkoxy; R11 = C1-C6alkoxy, C3-C6-alkenyloxy, C1-C6-alkoxycarbonyl-C1-C6alkoxy; R12 = C1-C6-alkyl, C3-C6-alkenyl, C1-C6-alkoxycarbonyl-C1-C6-alkyl. Use: as herbicides; for the desiccation/defoliation of plants.(FR) 3-aryluraciles de formule (I) et leurs sels (A étant hydrogène). Dans ladite formule, A est H, CH3, NH2; R1 est H, halogène; R2 est H, halogène, alkyle C1-C6, haloalkyle C1-C6, alkylthio C1-C6, alkylesulfényle C1-C6 ou alkylsulfonyle C1-C6; R3 est H, halogène, alkyle C1-C6; X est oxygène ou -N(R7)-, R7 étant alkyle C1-C6, alcényle C3-C6, alcynyle C3-C6, alkylcarbonyle C1-C6 ou alcoxy-C1-C6-alkyle-C1-C6; Y1 et Y2 sont oxygène ou soufre; Z est oxygène ou -N(R8)-; R5, R6 et R8 sont H, alkyle C1-C6, alcényle C3-C6, alcynyle C3-C6 ou alcoxy-C1-C6-alkyle-C1-C6; ou R6 et R8 ensemble sont une seconde liaison chimique; R4 est H, alkyle C1-C6, cycloalkyle C3-C8, haloalkyle C1-C6, alcényle C3-C6, alcynyle C1-C6, alkylcarbonyle C1-C6, alcénylecarbonyle C3-C6, alcynylcarbonyle C3-C6 ou alkylsulfonyle C1-C6, chacun des 9 radicaux susmentionnés pouvant porter de 1 à 3 substituants; R9 est H, alkyle C1-C6, cycloalkyle C3-C8, alcényle C3-C6, alcynyle C3-C6, alcoxy-C1-C6-alkyle-C1-C6, (alcoxy C1-C6)carbonyle-alkyle C1-C6, phényle substitué ou non substitué ou phénylalkyle C1-C6; R10 est H, OH, alkyle C1-C6, cycloalkyle C3-C8, alcoxy C1-C6, alcényloxy C3-C6, alcoxycarbonyle-C1-C6-alcoxy-C1-C6; R11 est alcoxy C1-C6, alcényloxy C3-C6, alcoxycarbonyle-C1-C6-alcoxy-C1-C6; R12 est alkyle C1-C6, alcényle C3-C6, alcoxycarbonyle-C1-C6-alkyle-C1-C6. On utilise ces composés comme herbicides, ainsi que pour la dessiccation ou la défoliation de végétaux.

  一种有机化合物的名称和结构式，其中：A = H, CH3, NH2；R1 = H,卤素；R2 = H,卤素, C1-6- alkyl, C1-6- haloalkyl, C1-6- alkylthio, C1-6- alkylsulfenyl 或 C1-6- alkylsulfonyl；R3 = H,卤素, C1-6- alkyl；X = oxygen 或-N(R7)-，其中 R7 = C1-6- alkyl, C3-6- alkenyl, C3-6- alkyne, C1-6- alkylcarbonyl 或 C1-6- alkoxycarbonyl- C1-6- alkyl；Y1 和 Y2 = oxygen 或 sulfur；Z = oxygen 或-N(R8)-；R5, R6 和 R8 = H, C1-6- alkyl, C3-6- alkenyl, C3-6- alkyne 或 C1-6- alkoxycarbonyl- C1-6- alkyl；或 R6 和 R8 一起形成一个第二类型的化学键；R4 = H, C1-6- alkyl, C3-8- cycloalkyl, C1-6- haloalkyl, C3-6- alkenyl, C3-6- alkyne, C1-6- alkylcarbonyl, C3-6- alkenyl-carbonyl, C3-6- alkyne-carbonyl 或 C1-6- alkylsulfonyl，其中上文提到的 9 个根基中的每一个都可以携带 1-3 个取代基：R9 = H, C1-6- alkyl, C3-8- cycloalkyl, C3-6- alkenyl, C3-6- alkyne, C1-6- alkoxycarbonyl- C1-6- alkyl, (C1-6- alkoxycarbonyl)carbonyl- C1-6- alkyl, 单体或被取代的苯或苯- C1-6- alkyl；R10 = H, OH, C1-6- alkyl, C3-8- cycloalkyl, C1-6- alkoxycarbonyl, C3-6- alkenyl- oxygen, C1-6- alkoxycarbonyloxy- C1-6- alkyl；R11 = C1-6- alkoxycarbonyl- C1-6- alkyl, C3-6- alkenyl- oxygen, C1-6- alkoxycarbonyloxy- C1-6- alkyl；R12 = C1-6- alkyl, C3-6- alkenyl, C1-6- alkoxycarbonyl- C1-6- alkyl. 使用：作除草剂，用于植物干燥或去叶。
• 3-ARYLURACILS AND INTERMEDIATES FOR THEIR PREPARATION
  申请人：BASF AKTIENGESELLSCHAFT

  公开号：EP0815106A1

  公开（公告）日：1998-01-07
• US6323154B1
  申请人：——

  公开号：US6323154B1

  公开（公告）日：2001-11-27
• 3-aryluracils and intermediates for their preparation
  申请人：BASF Aktiengesellschaft

  公开号：US06323154B1

  公开（公告）日：2001-11-27

  3-Aryluracils of the formula I wherein A is hydrogen, methyl or amino; X is oxygen or —N(R7)— (R7=H alkyl, alkenyl, alkynyl, alkylcarbonyl or alkoxyalkyl); Y1 is oxygen or sulfur; Z is oxygen or —N(R8)— (R8=H, alkyl, alkenyl, alkynyl or alkoxyalkyl); R1 is hydrogen or halogen; R2 is hydrogen, halogen, alkyl, haloalkyl, alkylthio, alkylsulfenyl or alkylsulfonyl; R3 is hydrogen, halogen or alkyl; R4 is hydrogen; or optionally substituted alkyl, cycloalkyl, haloalkyl, alkenyl, alkynyl, alkylcarbonyl, alkenylcarbonyl, alkynylcarbonyl or alkylsulfonyl, R5, R6 are hydrogen, alkyl, alkenyl, alkynyl or alkoxyalkyl; or R6, R8 are together a second chemical bond, methods and intermediates for their manufacture, and their use as herbicides or for the desiccation or defoliation of plants.

  式I中的3-芳基尿嘧啶，其中A为氢、甲基或氨基；X为氧或—N(R7)—（R7=H烷基、烯基、炔基、烷基羰基或烷氧基烷基）；Y1为氧或硫；Z为氧或—N(R8)—（R8=H、烷基、烯基、炔基或烷氧基烷基）；R1为氢或卤素；R2为氢、卤素、烷基、卤代烷基、烷硫基、烷基硫醇基或烷基磺酰基；R3为氢、卤素或烷基；R4为氢；或可选地取代的烷基、环烷基、卤代烷基、烯基、炔基、烷基羰基、烯基羰基、炔基羰基或烷基磺酰基；R5、R6为氢、烷基、烯基、炔基或烷氧基烷基；或R6、R8共同形成第二化学键，其制造方法和中间体，以及其作为除草剂或用于植物的干燥或落叶的用途。