2,4-dimethoxyphenylhydrazine | 179543-93-2

• 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: 2,4-dimethoxyphenylhydrazine
• 英文别名: (2,4-Dimethoxyphenyl)hydrazine
• CAS: 179543-93-2
• 化学式: C₈H₁₂N₂O₂
• 分子量: 168.195
• InChiKey: KYRYAEGIUORORQ-UHFFFAOYSA-N

物化性质

• 沸点：
  302.6±32.0 °C(Predicted)
• 密度：
  1.167±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  56.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,4-dimethoxyphenylhydrazine 在 N-甲基吗啉 、 草酰氯 、 1-羟基苯并三唑 、 二甲基亚砜 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.5h， 生成 methyl N-[(2S)-1-[(2S)-2-[[(2S)-1-[4-(2,4-dimethoxyphenyl)-5-oxo-1,3,4-oxadiazol-2-yl]-3-methyl-1-oxobutan-2-yl]carbamoyl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate
  参考文献：
  名称：

  设计和合成人类嗜中性粒细胞弹性蛋白酶的新型口服活性抑制剂。

  摘要：

  为了鉴定新的口服活性抑制剂，对1（ONO-6818）进行了进一步修饰。肽衍生物4b，4c和4n显示出比非肽衍生物3a-c更有效的抑制活性。结果，发现了一系列肽抑制剂4a-s和5a-v。在这些N-芳基衍生物中，5a-g，5i，5m和5o-v显示出口服活性。他们的口服活性与其代谢稳定性显示出良好的相关性。在仓鼠血浆中代谢极不稳定的化合物5h和5j-1没有口服活性。口服活性被认为是由至少两个因素共同决定的：口服吸收和代谢稳定性。

  DOI：

  10.1016/s0968-0896(01)00007-4
• 作为产物：
  描述：

  4-氨基苯-1,3-二醇 在 盐酸 、 sodium nitrite 、 tin(II) chloride dihdyrate 作用下， 以 水 为溶剂， 反应 0.83h， 生成 2,4-dimethoxyphenylhydrazine
  参考文献：
  名称：

  [EN] ENHANCERS OF PROTEIN DEGRADATION
  [FR] AGENTS RENFORÇANT LA DÉGRADATION DE PROTÉINES

  摘要：

  公开号：

  WO2011020883A9

文献信息

• Continuous Flow Process For the Synthesis of Phenylhydrazine Salts and Substituted Phenylhydrazine Salts
  申请人：SHANGHAI HYBRID-CHEM TECHNOLOGIES

  公开号：US20190152896A1

  公开（公告）日：2019-05-23

  The present invention provided a continuous flow process for the synthesis of phenylhydrazine salts and substituted phenylhydrazine salts. Diazotization, reduction, acidic hydrolysis and salifying with acids are innovatively integrated together. Using acidic liquids of aniline or substituted aniline, diazotization reagents, reductants and acids as raw materials, phenylhydrazine derivative salts is obtained through the synthesis process, which is a three-step continuous tandem reaction including diazotization, reduction, acidic hydrolysis and salifying. The described synthesis process is a kind of integrated solutions, which is carried out in an integrated reactor. The feed inlets of the integrated reactor are continuously filled with raw materials. In the integrated reactor, diazotization, reduction, acidic hydrolysis and salifying are carried out continuously and orderly, and phenylhydrazine salts or substituted phenylhydrazine salts is obtained in the outlet of the integrated reactor without interruption. The total reaction time is no more than 20 min.

  本发明提供了一种连续流程，用于合成苯肼盐和取代苯肼盐。重氮化、还原、酸性水解和酸化与酸类创新地集成在一起。使用苯胺或取代苯胺的酸性液体、重氮化试剂、还原剂和酸类作为原料，通过合成过程获得苯肼衍生物盐，这是一个包括重氮化、还原、酸性水解和酸化的三步连续串联反应。所述的合成过程是一种集成解决方案，是在一个集成反应器中进行的。集成反应器的进料口连续填充原料。在集成反应器中，重氮化、还原、酸性水解和酸化被连续有序地进行，苯肼盐或取代苯肼盐在集成反应器的出口处获得，没有中断。总反应时间不超过20分钟。
• New 3H-Indole Synthesis by Fischer’s Method. Part I.
  作者：Sami Sajjadifar、Hooshang Vahedi、Abdolhossien Massoudi、Omid Louie

  DOI：10.3390/molecules15042491

  日期：——

  Methyl indolenines (4a-c) and (5a-c) were prepared in high yield by a Fischer indole synthesis reaction of o,m-tolylhydrazine hydrochlorides (1a-b) with isopropyl methyl ketone (2) and 2-methylcyclohexanone (3) in acetic acid at room temperature. o,p- Nitrophenylhydrazines (1c-d) were reacted with 2-methylcyclohexanone (3) in acetic acid at reflux to give nitroindolenines (5d-e), while the attempted

  通过 o,m-甲苯基肼盐酸盐 (1a-b) 与异丙基甲基酮 (2) 和 2-甲基环己酮 (3) 的 Fischer 吲哚合成反应，以高产率制备甲基吲哚啉 (4a-c) 和 (5a-c)在室温下的醋酸中。o,p-硝基苯肼 (1c-d) 与 2-甲基环己酮 (3) 在乙酸中回流反应得到硝基吲哚啉 (5d-e)，而 o,p-硝基肼与异丙基甲基酮的尝试反应 (2)在醋酸中未成功。化合物 (1c-d) 在乙酸/HCl 中与异丙基甲基酮 (2) 反应得到 2,3,3-三甲基-5-硝基-吲哚啉 (4e) 和 2,3,3-三甲基-7-硝基吲哚啉(4d)。
• Use of substituted oxadiazoles for combating phytopathogenic fungi
  申请人：BASF SE

  公开号：US10442777B2

  公开（公告）日：2019-10-15

  The present invention relates to the use of novel oxadiazoles of the formula I or an N-oxide and/or their agriculturally useful salts for controlling phytopathogenic fungi, or to a method for combating phytopathogenic harmful fungi, which process comprises treating the fungi or the materials, plants, the soil or seeds to be protected against fungal attack, with an effective amount of at least one compound of formula I or an N-oxide or an agriculturally acceptable salt thereof; and to agrochemical compositions comprising at least one such compound and to agrochemical compositions further comprising seeds.

  本发明涉及式 I 的新型噁二唑或其 N-氧化物和/或其农业上有用的盐在控制植物病原真菌方面的用途，或涉及一种防治植物病原有害真菌的方法，该方法包括用有效量的至少一种式 I 的化合物或其 N-氧化物或其农业上可接受的盐处理真菌或待保护的材料、植物、土壤或种子，使其免受真菌侵袭；以及包含至少一种此类化合物的农用化学品组合物和进一步包含种子的农用化学品组合物。
• Continuous flow process for the synthesis of phenylhydrazine salts and substituted phenylhydrazine salts
  申请人：SHANGHAI HYBRID—CHEM TECHNOLOGIES

  公开号：US11040938B2

  公开（公告）日：2021-06-22

  The present invention provided a continuous flow process for the synthesis of phenylhydrazine salts and substituted phenylhydrazine salts. Diazotization, reduction, acidic hydrolysis and salifying with acids are innovatively integrated together. Using acidic liquids of aniline or substituted aniline, diazotization reagents, reductants and acids as raw materials, phenylhydrazine derivative salts is obtained through the synthesis process, which is a three-step continuous tandem reaction including diazotization, reduction, acidic hydrolysis and salifying. The described synthesis process is a kind of integrated solutions, which is carried out in an integrated reactor. The feed inlets of the integrated reactor are continuously filled with raw materials. In the integrated reactor, diazotization, reduction, acidic hydrolysis and salifying are carried out continuously and orderly, and phenylhydrazine salts or substituted phenylhydrazine salts is obtained in the outlet of the integrated reactor without interruption. The total reaction time is no more than 20 min.

  本发明提供了一种合成苯肼盐和取代苯肼盐的连续流工艺。重氮化、还原、酸性水解和酸盐化被创新性地整合在一起。以苯胺或取代苯胺的酸性液体、重氮化试剂、还原剂和酸为原料，通过重氮化、还原、酸性水解和盐化三步连续串联反应的合成工艺，获得苯肼衍生物盐。所述合成工艺是一种一体化解决方案，在一体化反应器中进行。集成反应器的进料口连续注入原料。在一体化反应器中，重氮化、还原、酸性水解和盐化连续有序地进行，在一体化反应器的出口处不间断地得到苯肼盐或取代苯肼盐。总反应时间不超过 20 分钟。
• Amination of Arenes with Electron-Deficient Azodicarboxylates
  作者：Helen Mitchell、Yves Leblanc

  DOI：10.1021/jo00082a035

  日期：1994.2