2-(2-硝基苯基)-1,3,4-恶二唑 | 89898-92-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(2-硝基苯基)-1,3,4-恶二唑
• 英文名称: 2-(2-nitrophenyl)-1,3,4-oxadiazole
• 英文别名: 2-(2-nitro-phenyl)-[1,3,4]oxadiazole；(2-nitro-phenyl)-[1,3,4]oxadiazole；(2-Nitro-phenyl)-[1,3,4]oxadiazol；2-<2-Nitro-phenyl>-1,3,4-oxdiazol
• CAS: 89898-92-0
• 化学式: C₈H₅N₃O₃
• mdl: MFCD09755523
• 分子量: 191.146
• InChiKey: WXKRXSFMMMXAKR-UHFFFAOYSA-N

物化性质

• 熔点：
  101-102 °C(Solv: benzene (71-43-2); ligroine (8032-32-4))
• 沸点：
  356.4±44.0 °C(Predicted)
• 密度：
  1.407±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2-硝基苯基)-1,3,4-恶二唑 在 sodium t-butanolate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以95%的产率得到2-硝基苯甲腈
  参考文献：
  名称：

  A Base-Induced Ring-Opening Process of 2-Substituted-1,3,4-Oxadiazoles for the Generation of Nitriles at Room Temperature

  摘要：

  A novel base-catalysed 1,3,4-oxadiazole fragmentation for the synthesis of nitriles at room temperature has been developed. This reaction is performed under transition-metal-free conditions, and provides a new ring cleavage reaction of 1,3,4-oxadiazoles in organic synthesis.

  DOI：

  10.3184/174751914x14007780679741
• 作为产物：
  描述：

  2-硝基亚苯基肼 、 原甲酸三乙酯 以 xylene 为溶剂， 反应 6.7h， 生成 2-(2-硝基苯基)-1,3,4-恶二唑
  参考文献：
  名称：

  Vincent,M., Bulletin de la Societe Chimique de France, 1962, p. 1587 - 1591

  摘要：

  DOI：

文献信息

• Herbicidal sulfamates
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0096593A2

  公开（公告）日：1983-12-21

  Compounds of the formula where Q is selected from various 5-membered heterocycles, which may optionally be substituted; R is H, halogen, CH3, CF3, or OCH3; X is Cl, CH3, OCH3, OCF2H or SCF2H; Y is selected from various organic groups; and Z is CH or H, and their agriculturally suitable salts, exhibit potent herbicidal and plant growth regulant effects. The compounds may be formulated into herbicidal compositions in conventional manner. The novel compounds may be prepared by reacting an appropriate aryloxysulfonyl isocyanate with the appropriate 2-amino-pyrimidine or 2-amino-1,3,5-triazine.

  式中的化合物 其中 Q 选自各种五元杂环，可任选被取代； R 是 H、卤素、CH3、CF3 或 O ； X 是 Cl、 、O 、OCF2H 或 SCF2H； Y 选自各种有机基团；以及 Z 是 CH 或 H、 以及它们在农业上适用的盐类，具有强效的除草和植物生长调节作用。这些化合物可按常规方法配制成除草组合物。 新型化合物可通过适当的芳氧基磺酰基异氰酸酯与适当的 2-氨基嘧啶或 2-氨基-1,3,5-三嗪反应制备。
• Efficient synthesis of 1,3,4-oxadiazoles promoted by NH4Cl
  作者：Krishna Kumar Gnanasekaran、Baskar Nammalwar、Maeghan Murie、Richard A. Bunce

  DOI：10.1016/j.tetlet.2014.10.028

  日期：2014.12

  An efficient and inexpensive approach to the synthesis of 2-substituted and 2,5-disubstituted 1,3,4-oxadiazoles from arylhydrazides and orthoesters is reported using catalytic NH4Cl. The conditions are mild, and thus, compatible with a variety of functional groups. The optimized reaction is performed using 30 mol % of NH4Cl in 100% EtOH and is generally complete within I h for non-aromatic orthoesters and 2-10 h for aromatic orthoesters. The reaction permits both electron-releasing and electron-withdrawing groups on the arylhydrazide substrate. Most products are formed in high yields and require only minimal purification. Compared with earlier reports, the current reactions proceed in shorter time and require less of the orthoester. (C) 2014 Elsevier Ltd. All rights reserved.
• Inhibitory effect of metalloporphyrins in conjunction with cholesterol on hepatic phospholipase A2 activityin vivo in rats
  作者：Ramesh Chandra、Manisha Tiwari、Ritu Aneja、Sujata K. Dass、Archana Sharma

  DOI：10.1007/bf02883744

  日期：2000.7

  We investigated the effect of cholesterol and the metalloporphyrins cobalt mesoporphyrin (CoMP) and chromium protoporphyrin (CrPP) on phospholipase A(2) (PLA(2)) activity and the consequent hepatic mitochondrial stability as well as on lipid concentrations. Our studies revealed that on administration of cholesterol, CrPP, CoMP as well as simultaneous adminstration of cholesterol and CrPP, there was an inhibition of PLA(2) activity. These moieties may therefore, be agents for preventing destabilisation of the mitochondrial membrane and the consequent pathological conditions which may arise due to membrane lysis. Our results revealed that cholesterol administration increased phospholipid concentration, albeit by modest amounts. Although the independent administration of metalloporphyrins led only to minor elevations in phospholipid concentration, the simultaneous administration of cholesterol and CrPP generated a steep elevation in the concentration of total phospholipid. Since cholesterol inhibits PLA(2) activity it has the potential of being therapeutic agent for preventing the pathological conditions which may arise due to membrane lysis.
• Herbicidal sulfonamides
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0083975B1

  公开（公告）日：1987-11-19
• US4475944A
  申请人：——

  公开号：US4475944A

  公开（公告）日：1984-10-09