2-(methoxycarbonylamino)pyrimidine | 6324-06-7

• 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-(methoxycarbonylamino)pyrimidine
• 英文别名: 2-Pyrimidin-carbaminsaeure-methylester；pyrimidin-2-yl-carbamic acid methyl ester；Methyl pyrimidin-2-ylcarbamate；methyl N-pyrimidin-2-ylcarbamate
• CAS: 6324-06-7
• 化学式: C₆H₇N₃O₂
• 分子量: 153.14
• InChiKey: ZJZUTFJLWDGBNY-UHFFFAOYSA-N

物化性质

• 密度：
  1.327±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  64.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(methoxycarbonylamino)pyrimidine 在 Rhodococcus erythropolis DSM 6138 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 生成 1,3,5-三嗪-2,4,6-三胺,N,N'''-1,2-乙二基二[N-[3-[[4,6-二[丁基(2,2,6,6-四甲基-4-哌啶基)氨基]-1,3,5-三嗪-2-基]氨基]丙基]-N,N''-二丁基-N,N''-二(2,2,6,6-四甲基-4-哌啶基)- 、 Methoxycarbonylaminopyrimidin-4-one
  参考文献：
  名称：

  Fungal and bacterial regioselective hydroxylation of pyrimidine heterocycles

  摘要：

  The bacterium Rhodococcus erythropolis is employed to hydroxylate the anxiolytic lesopitron, and this bacterium, together with Agrobacterium sp. and the fungus Beauveria bassiana, are used to extend the field of hydroxylation of heteroaromatic compounds to a series of unexplored pyrimidines. Of all the substrates investigated, only the carbamate 11a is regioselectively hydroxylated by B. bassiana at the C-5 position of the pyrimidine ring; in contrast, the bacteria are able to regioselectively oxidize, when free, the C-2 and/or C-4 positions of the pyrimidine moiety of all the substrates 1a - 12a, up to a maximum of two oxidations. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00301-3
• 作为产物：
  描述：

  1,3,5-三嗪-2,4,6-三胺,N,N'''-1,2-乙二基二[N-[3-[[4,6-二[丁基(2,2,6,6-四甲基-4-哌啶基)氨基]-1,3,5-三嗪-2-基]氨基]丙基]-N,N''-二丁基-N,N''-二(2,2,6,6-四甲基-4-哌啶基)- 、 氯甲酸甲酯 生成 2-(methoxycarbonylamino)pyrimidine
  参考文献：
  名称：

  Fungal and bacterial regioselective hydroxylation of pyrimidine heterocycles

  摘要：

  The bacterium Rhodococcus erythropolis is employed to hydroxylate the anxiolytic lesopitron, and this bacterium, together with Agrobacterium sp. and the fungus Beauveria bassiana, are used to extend the field of hydroxylation of heteroaromatic compounds to a series of unexplored pyrimidines. Of all the substrates investigated, only the carbamate 11a is regioselectively hydroxylated by B. bassiana at the C-5 position of the pyrimidine ring; in contrast, the bacteria are able to regioselectively oxidize, when free, the C-2 and/or C-4 positions of the pyrimidine moiety of all the substrates 1a - 12a, up to a maximum of two oxidations. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00301-3

文献信息

• Herbicidal O-alkoxybenzenesulfonamides
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0094790A2

  公开（公告）日：1983-11-23

  Compounds of the formula wherein R1 is selected from various aliphatic and aromatic groups; R2 is H, F, Cl, Br, CH3, OCH3 or CF3; R3 is H or CH3 X is CH3, OCH3, Cl, OCF2H or SCF2H; Y is amino or various organic groups; Z is CH or N; and their agriculturally suitable salts; exhibit herbicidal activity. They may be formulated for use in conventional manner. The novel compounds may be made by a variety of methods, e.g. by reacting an appropriately substituted phenylsulfonyl isocyanate with an appropriate 2-amino or 2-methylamino-pyrimidine or 1,3,5-triazine.

  式中的化合物 其中 R1 选自各种脂肪族和芳香族基团； R2 是 H、F、Cl、Br、CH3、OCH3 或 CF3； R3 是 H 或 CH3 X 是 CH3、OCH3、Cl、OCF2H 或 SCF2H； Y 是氨基或各种有机基团 Z 是 CH 或 N； 及其农业上适用的盐类具有除草活性。它们可按常规方法配制使用。 新型化合物可以通过多种方法制成，例如，将适当取代的苯磺酰异氰酸酯与适当的 2-氨基或 2-甲基氨基嘧啶或 1,3,5-三嗪反应。
• Herbicidal ortho-alkyl- and ortho-alkenyl-substituted benzenesulfonamides
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0106512A2

  公开（公告）日：1984-04-25

  Benzenesulfonamide derivatives of the formula wherein R, is selected from a variety of optionally substituted alkyl and alkenyl groups; R2 is H, F, Cl, CH3,OCH3 or CF3; R3 is H or CH3; A is selected from a variety of substituted heterocyclic groups, e.g. pyrimidin-2-yl or 1,3,5-triazin-2-yl; and their agriculturally suitable salts, exhibit herbicidal and plant growth regulant activities. The novel compounds may be formulated for use in conventional manner. They may be made e.g. by reacting an appropriate arylsulfonyl isocyanate with an appropriate aminoheterocycle of formula R3NHA.

  式中的苯磺酰胺衍生物 其中 R 选自各种任选取代的烷基和烯基； R2 是 H、F、Cl、CH3、OCH3 或 CF3； R3 是 H 或 CH3； A 选自各种取代的杂环基团，如嘧啶-2-基或 1,3,5-三嗪-2-基； 及其农业上适用的盐类，具有除草和植物生长调节活性。 新型化合物可按常规方法配制使用。例如，它们可以通过使适当的芳基磺酰基异氰酸酯与适当的式 R3NHA 的氨基杂环反应而制得。
• I2-Promoted Palladium-Catalyzed Carbonylation of Amines
  作者：Ilan Pri-Bar、Jeffrey Schwartz

  DOI：10.1021/jo00130a004

  日期：1995.12
• Herbicidal sulfonamides
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0051465B1

  公开（公告）日：1985-01-16
• US4348220A
  申请人：——

  公开号：US4348220A

  公开（公告）日：1982-09-07