2-氨基-6-甲氧基-4(3H)-嘧啶酮 | 59081-28-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 2-氨基-6-甲氧基-4(3H)-嘧啶酮
• 英文名称: 2-amino-6-methoxypyrimidin-4-ol
• 英文别名: 2-amino-4-methoxy-1H-pyrimidin-6-one
• CAS: 59081-28-6
• 化学式: C₅H₇N₃O₂
• mdl: MFCD18377682
• 分子量: 141.129
• InChiKey: JMIIYPYNZMHUCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-氨基-6-甲氧基-4(3H)-嘧啶酮 在 N-溴代丁二酰亚胺(NBS) 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.08h， 生成 5-bromo-4-(fluoromethoxy)-6-methoxypyrimidin-2-amine
  参考文献：
  名称：

  [EN] NOVEL PYRIMIDIN-2-YL SULFONAMIDE DERIVATIVES
  [FR] NOUVEAUX DÉRIVÉS DE PYRIMIDIN-2-YL SULFONAMIDE

  摘要：

  本发明涉及具有一般式（I）的新化合物，其中R1、R2、R3、R4、X1和X2如本文所述，包括该化合物的组合物以及使用该化合物的方法。

  公开号：

  WO2022180136A1
• 作为产物：
  描述：

  2-氨基-4-氯-6-甲氧基嘧啶 在 palladium 10% on activated carbon 、 氢气 、 sodium hydride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 生成 2-氨基-6-甲氧基-4(3H)-嘧啶酮
  参考文献：
  名称：

  一种2-氨基-6-甲氧基嘧啶-4-醇的制备工艺

  摘要：

  本发明公开了一种2‑氨基‑6‑甲氧基嘧啶‑4‑醇的合成工艺。以4,6‑二氯嘧啶‑2‑胺为起始原料，经亲核取代、亲电取代以及催化加氢三步反应得到2‑氨基‑6‑甲氧基嘧啶‑4‑醇。该合成方法原料价廉易得，操作条件温和，后处理简便易行，适合工业化应用。

  公开号：

  CN106966992A

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。
• 一种2-氨基-6-甲氧基嘧啶-4-醇的制备工艺
  申请人：贵州大学

  公开号：CN106966992A

  公开（公告）日：2017-07-21

  本发明公开了一种2‑氨基‑6‑甲氧基嘧啶‑4‑醇的合成工艺。以4,6‑二氯嘧啶‑2‑胺为起始原料，经亲核取代、亲电取代以及催化加氢三步反应得到2‑氨基‑6‑甲氧基嘧啶‑4‑醇。该合成方法原料价廉易得，操作条件温和，后处理简便易行，适合工业化应用。