4-methyl-benzofuroxan | 27808-46-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶二唑类
• 英文名称: 4-methyl-benzofuroxan
• 英文别名: 4-methylbenzofuroxan；4-methyl-benzo[1,2,5]oxadiazole 1-oxide；4-methyl-benz[1,2,5]oxadiazole-1-oxide；4-Methyl-benz[1,2,5]oxadiazol-1-oxid；4-Methyl-benzofurazan-1-oxid；2.3-Dinitroso-toluol；4-Methylbenzo[c][1,2,5]oxadiazole 1-oxide；4-methyl-1-oxido-2,1,3-benzoxadiazol-1-ium
• CAS: 27808-46-4
• 化学式: C₇H₆N₂O₂
• mdl: MFCD00955939
• 分子量: 150.137
• InChiKey: MTRATWQOBZWRTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  51.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-methyl-benzofuroxan 在 iron(II) sulfate 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 48.0h， 以90%的产率得到3-甲基-2-硝基苯胺
  参考文献：
  名称：

  The Reduction of Benzofuroxans by Ferrous Salts and by Thiophenol

  摘要：

  Treatment of benzofuroxan derivatives with ferrous sulphate in DMSO/water solution affords in high yield o-nitroanilines. o-Nitroaniline was also obtained by reduction of benzofuroxan with thiophenol in presence of catalytic amount of Fe2+ or Fe3+ salts.

  DOI：

  10.1080/00397919408010585
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 生成 4-methyl-benzofuroxan
  参考文献：
  名称：

  Zincke; Schwarz, Justus Liebigs Annalen der Chemie, 1899, vol. 307, p. 43

  摘要：

  DOI：

文献信息

• Quinoxaline derivatives
  申请人：Research Corporation

  公开号：US04343942A1

  公开（公告）日：1982-08-10

  The synthesis of quinoxaline and benzimidazole-N-oxides and of ester and amide derivatives of 3-hydroxy-2-quinoxalinecarboxylic acid by a novel process consisting of the reaction between a benzofuroxan and an activated methylene-containing compound under basic conditions.

  喹啉和苯并咪唑-N-氧化物的合成，以及3-羟基-2-喹啉羧酸的酯和酰胺衍生物的合成，通过一种新颖的过程实现，该过程包括在碱性条件下对苯并呋喃酰胺和含活性亚甲基的化合物进行反应。
• The reactions of benzofuroxan with carbonyl compounds on the surface of solid catalysts
  作者：Tohru Takabatake、Yumiko Hasegawa、Minoru Hasegawa

  DOI：10.1002/jhet.5570300602

  日期：1993.12

  The cyclocondensations of benzofuroxan 1a with carbonyl compounds were smoothly and efficiently carried out by the adsorption of the components on the surface of silica gel or a molecular sieve to form a 2,3-disubstituted quinoxaline 1,4-dioxide. When the reactions using a molecular sieve 3A (powder) were carried out at 90°, the actual reaction times were reduced to 0.5-2 hours. Although Duerckheimer

  通过将组分吸附在硅胶或分子筛的表面上以形成2，3-二取代的喹喔啉1，4-二氧化物，苯并呋喃喃1a与羰基化合物的环缩反应可以平稳有效地进行。当在90°下使用分子筛3A（粉末）进行反应时，实际反应时间减少到0.5-2小时。尽管Duerckheimer报告了当使5-甲氧基苯并呋喃1e与乙酰乙酸乙酯2j反应时仅分离出7-取代的喹喔啉1,4-二氧化物，但通过我们的方法，它仅生成了6-甲氧基异构体作为反应产物。5-羧基苯并呋喃聚糖1f不与羰基化合物反应。
• Furazan oxide modified rubbers and rubber compositions containing same
  申请人：THE FIRESTONE TIRE & RUBBER COMPANY

  公开号：EP0195927A1

  公开（公告）日：1986-10-01

  @ Modified polymer rubber compositions prepared in solution and which exhibit desirable properties, particularly when used to form tires are described. The modified rubber compositions comprise the reaction product, prepared in solution, of at least one rubber having an unsaturated carbon chain and up to about 10 weight percent, based on the weight of the rubber, of at least one aromatic furazan oxide of the partial formula wherein the depicted carbon atoms are a part of a single fused aromatic ring. The reaction is conducted by heating the solution at an elevated temperature which may be any temperature up to the decomposition temperature of the furazan oxide. The uncured polymer rubber compositions of the invention do not have the strong characteristic odor of the furazan oxide decomposition products which facilitate handling and storage of these materials. Filled vulcanizates also are described, and these vulcanizates are prepared by vulcanizing a composition comprising at least one of the above-described uncured polymer rubber compositions and one or more reinforcing fillers normally used in rubber compounding. The filled vulcanizates exhibit desirable properties such as decreased hysteresis, increased rebound and, when used in the tread of tires, the tires show lower running temperatures and reduced rolling resistance.

  本文描述了在溶液中制备的改性聚合物橡胶组合物，该组合物具有理想的特性，尤其是在用于制造轮胎时。改性橡胶组合物包括在溶液中制备的至少一种具有不饱和碳链的橡胶与至少一种部分式如下的芳香族呋喃氧化物的反应产物（以橡胶重量为基准），其重量百分比最高约为 10 其中描述的碳原子是单个融合芳香环的一部分。反应是通过在高温下加热溶液进行的，该温度可高达呋喃莰烷氧化物的分解温度。本发明的未固化聚合物橡胶组合物没有氧化呋喃分解产物的强烈气味，这有利于这些材料的处理和储存。 本发明还描述了填充硫化胶，这些硫化胶是通过硫化包含至少一种上述未硫化聚合物橡胶组合物和一种或多种通常用于橡胶混炼的补强填料的组合物来制备的。填充硫化胶具有理想的性能，如减少滞后、增加回弹，当用于轮胎胎面时，轮胎的运行温度更低，滚动阻力更小。
• Dyall; Pausacker, Australian Journal of Chemistry, 1958, vol. 11, p. 491,497
  作者：Dyall、Pausacker

  DOI：——

  日期：——
• Benzofurazanyl- and benzofuroxanyl-1,4-dihydropyridines: synthesis, structure and calcium entry blocker activity
  作者：AM Gasco、G Ermondi、R Fruttero、A Gasco

  DOI：10.1016/s0223-5234(96)80001-8

  日期：1996.1

  The synthesis, structural characterization and calcium blocking activity of a series of benzofurazanyl-1,4-dihydropyridines (18 and 19) and benzofuroxanyl analogues (20 and 21) are reported. H-1-NMR showed that all the benzofuroxan derivatives exist in solution as tautomeric mixtures. The predominant tautomeric form in solution of the derivative 20 (dimethyl 1,4-dihydro-2,6-dimethyl-4-(4-benzofuroxanyl)-3,5-pyridinedicarboxylate) is also the one preferred in the solid state as shown by X-ray analysis. The conformation in the solid state of the benzofurazanyl analogue is also reported. Calcium entry blocker activity of the dihydropyridine derivatives 18-21 has been evaluated in isolated rabbit basilar artery as relaxation of calcium-induced contractions in high K+-depolarizing solution. All the compounds displayed high potency. The activity of benzofurazan derivatives was not changed by the N-oxidation. The two most active compounds 18 and 20 were as potent as Nifedipine.