N-(4-methoxy-2-nitrophenyl)-4-methylbenzenesulfonamide | 3360-81-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4-methoxy-2-nitrophenyl)-4-methylbenzenesulfonamide
• 英文别名: 2-(4-methylbenzenesulfonylamino)-5-methoxynitrobenzene
• CAS: 3360-81-4
• 化学式: C₁₄H₁₄N₂O₅S
• 分子量: 322.342
• InChiKey: AIADJAOLOVAOAW-UHFFFAOYSA-N

物化性质

• 熔点：
  105 °C
• 沸点：
  498.4±55.0 °C(Predicted)
• 密度：
  1.397±0.06 g/cm3(Predicted)
• 溶解度：
  44.1 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  6

安全信息

• 海关编码：
  2935009090

反应信息

• 作为反应物：
  描述：

  N-(4-methoxy-2-nitrophenyl)-4-methylbenzenesulfonamide 在 硫酸 作用下， 生成 1-(2-Morpholino-ethyl)-5-methoxy-benzimidazol
  参考文献：
  名称：

  Burch,H.A.; Herbst,R.M., Journal of Heterocyclic Chemistry, 1966, vol. 3, p. 198 - 201

  摘要：

  DOI：
• 作为产物：
  描述：

  N-(4-甲氧基苯基)-4-甲基苯磺酰胺 在 亚硝酸特丁酯 作用下， 以 乙腈 为溶剂， 反应 2.5h， 以91%的产率得到N-(4-methoxy-2-nitrophenyl)-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Chemoselective nitration of aromatic sulfonamides with tert-butyl nitrite

  摘要：

  报道了一种利用叔丁基亚硝酸盐将芳香磺酰胺高效转化为单硝基衍生物的方法。该反应对于含有磺酰胺官能团的芳基体系表现出高度的化学选择性，即使在存在其他敏感或潜在反应性官能团的情况下亦是如此。

  DOI：

  10.1039/c2cc37481a

文献信息

• Benzimidazole and azabenzimidazole derivatives which are thromboxane
  申请人：Laboratoires UPSA

  公开号：US05128359A1

  公开（公告）日：1992-07-07

  The present invention relates to the derivatives of the formula ##STR1## where the substituents are defined in the specification. These compounds possess thromboxane receptor antagonist properties.

  本发明涉及式##STR1##的衍生物，其中取代基在说明书中定义。这些化合物具有血栓素受体拮抗剂性质。
• Azabenzimidazole derivatives which are thromboxane receptor antagonists
  申请人：Laboratoires UPSA

  公开号：US05124336A1

  公开（公告）日：1992-06-23

  The present invention relates to the derivatives of the formula ##STR1## in which: A is an aromatic ring or a nitrogen heterocycle; X.sub.1, X.sub.2, X.sub.3 and X.sub.4 are independently a hydrogen atom, a halogen atom, a lower alkyl radical, a C.sub.3 -C.sub.7 cycloalkyl radical, an alkoxy radical, an alkylthio radical, a sulfone group, SO.sub.2 -lower alkyl, a sulfoxide group, SO-lower alkyl, a trifluoromethyl group, a nitro group, a hydroxyl group, a methylene alcohol radical or a group COOR', in which R' is a hydrogen or a lower alkyl; X.sub.3 and X.sub.4 can also form a naphthalene with the phenyl; B is CR.sub.5 R.sub.6, R.sub.5 and R.sub.6 being a hydrogen atom, a lower alkyl or a C.sub.3 -C.sub.7 cycloalkyl radical, or the sulfur atom; R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently a hydrogen atom, a lower alkyl radical or a C.sub.3 -C.sub.7 cycloalkyl radical; CR.sub.1 R.sub.2 or CR.sub.3 R.sub.4 can form with B, when the latter is CR.sub.5 R.sub.6, a cycloalkyl or a cycloalkene having 3 to 7 carbon atoms; R.sub.1 R.sub.2 and R.sub.3 R.sub.4 can also form a ring having 3 to 7 carbon atoms; n is an integer from 1 to 4 and can be 0 if R.sub.1 and R.sub.2 are other than hydrogen; and D is a chemical group which can be: COOR.sub.7, R.sub.7 being the hydrogen atom, a lower alky radical or a C.sub.3 -C.sub.7 cycloalkyl radical, CONH-R.sub.8, R.sub.8 being the hydrogen atom, a lower alkyl radical or a C.sub.3 -C.sub.7 cycloalkyl radical, or CN, and to their addition salts. The compounds are thromboxane antagonist receptors.

  本发明涉及公式##STR1##的衍生物，其中：A是芳香环或氮杂环；X.sub.1、X.sub.2、X.sub.3和X.sub.4分别是氢原子、卤素原子、较低烷基基团、C.sub.3 -C.sub.7环烷基基团、烷氧基团、烷基硫基团、砜基、SO.sub.2 -较低烷基、亚砜基、SO-较低烷基、三氟甲基基团、硝基、羟基、亚甲醇基团或基团COOR'，其中R'是氢或较低烷基；X.sub.3和X.sub.4还可以与苯基形成萘；B是CR.sub.5 R.sub.6，R.sub.5和R.sub.6是氢原子、较低烷基或C.sub.3 -C.sub.7环烷基基团，或硫原子；R.sub.1、R.sub.2、R.sub.3和R.sub.4分别是氢原子、较低烷基基团或C.sub.3 -C.sub.7环烷基基团；CR.sub.1 R.sub.2或CR.sub.3 R.sub.4可以与B形成，当后者是CR.sub.5 R.sub.6时，具有3至7个碳原子的环烷基或环烯烃；R.sub.1 R.sub.2和R.sub.3 R.sub.4还可以形成具有3至7个碳原子的环；n是1到4的整数，如果R.sub.1和R.sub.2不是氢，则可以为0；D是一种化学基团，可以是：COOR.sub.7，其中R.sub.7是氢原子、较低烷基基团或C.sub.3 -C.sub.7环烷基基团，CONH-R.sub.8，其中R.sub.8是氢原子、较低烷基基团或C.sub.3 -C.sub.7环烷基基团，或CN，以及它们的加合物盐。这些化合物是血栓素拮抗受体。
• Sulfonamide derivatives
  申请人：Sumitomo Chemical Takeda Agro Company, Limited

  公开号：US06586617B1

  公开（公告）日：2003-07-01

  The present invention relates to microbicides for agricultural or horticultural use containing a sulfonamide derivative.

  本发明涉及包含磺酰胺衍生物的用于农业或园艺的杀微生物剂。
• Direct oxidative nitration of aromatic sulfonamides under mild conditions
  作者：Ying-Xiu Li、Lian-Hua Li、Yan-Fang Yang、Hui-Liang Hua、Xiao-Biao Yan、Lian-Biao Zhao、Jin-Bang Zhang、Fa-Jin Ji、Yong-Min Liang

  DOI：10.1039/c4cc03784g

  日期：——

  This efficient reaction proceeds under very mild conditions with low cost nitration reagents and can be applied in gram-scale preparation.

  这种高效反应在非常温和的条件下进行，使用成本低廉的硝化试剂，可用于克级制备。
• Copper‐Catalyzed Mild Nitration of Protected Anilines
  作者：Elier Hernando、Rafael R. Castillo、Nuria Rodríguez、Ramón Gómez Arrayás、Juan C. Carretero

  DOI：10.1002/chem.201404000

  日期：2014.10.20

  A practical copper‐catalyzed direct nitration of protected anilines, by using one equivalent of nitric acid as the nitrating agent, has been developed. This procedure features mild reaction conditions, wide structural scope (with regard to both N‐protecting group and arene substitution), and high functional‐group tolerance. Dinitration with two equivalents of nitric acid is also feasible.

  通过使用一当量的硝酸作为硝化剂，已开发出一种实用的铜催化的被保护的苯胺直接硝化方法。该程序的特点是反应条件温和，结构范围广（就N保护基和芳烃取代​​而言）以及高官能团耐受性。用两当量的硝酸进行消解也是可行的。