anisaldehyde (2-naphthylsulfonyl)hydrazone | 121780-13-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: anisaldehyde (2-naphthylsulfonyl)hydrazone
• 英文别名: N-[(4-methoxyphenyl)methylideneamino]naphthalene-2-sulfonamide
• CAS: 121780-13-0
• 化学式: C₁₈H₁₆N₂O₃S
• mdl: MFCD01232009
• 分子量: 340.403
• InChiKey: DBODRWHQXQJUNM-UHFFFAOYSA-N

物化性质

• 熔点：
  192 °C
• 沸点：
  538.5±52.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  氰乙酸乙酯 、 anisaldehyde (2-naphthylsulfonyl)hydrazone 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以54%的产率得到4-cyano-3-(4-methoxyphenyl)-1-(2-naphthylsulfonyl)pyrazol-5-one
  参考文献：
  名称：

  SYNTHESIS OF 1-(2-NAPHTHYLSULFONYL)PYRAZOLE-C-GLYCOSIDES

  摘要：

  2-Naphthylsulfonylhydrazine was reacted with aromatic aldehydes or aldehydo sugars to give the corresponding hydrazones which undergo Michael addition reactions with malononitrile or ethyl cyanoacetate to form pyrazole derivatives.

  DOI：

  10.1081/ncn-120014819
• 作为产物：
  描述：

  2-萘磺酰氯 在 盐酸肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 anisaldehyde (2-naphthylsulfonyl)hydrazone
  参考文献：
  名称：

  SYNTHESIS OF 1-(2-NAPHTHYLSULFONYL)PYRAZOLE-C-GLYCOSIDES

  摘要：

  2-Naphthylsulfonylhydrazine was reacted with aromatic aldehydes or aldehydo sugars to give the corresponding hydrazones which undergo Michael addition reactions with malononitrile or ethyl cyanoacetate to form pyrazole derivatives.

  DOI：

  10.1081/ncn-120014819

文献信息

• Palladium-catalyzed three-component tandem reaction of sulfonyl hydrazones, aryl iodides and allenes: highly stereoselective synthesis of (Z)-α-hydroxymethyl allylic sulfones
  作者：Yunlei Hou、Qi Shen、Liangyu Zhu、Yufei Han、Yanfang Zhao、Mingze Qin、Ping Gong

  DOI：10.1039/c7ra08208h

  日期：——

  Sulfonyl hydrazones have been identified as an excellent sulfonyl anion surrogate in the base and Pd0-catalyzed three-component tandem reaction with aryl iodides and allenes for the synthesis of functionalized allylic sulfones. By forming a stabilized six-membered palladacycle intermediate, the reaction led to the desired higher substituted allylic sulfones with excellent Z selectivities and high yields

  磺酰hydr已被确认为是在碱和Pd 0催化的三组分串联反应中与芳基碘化物和丙二烯反应的极佳磺酰基阴离子替代品，用于合成功能化的烯丙基砜。通过形成稳定的六元Palladacycle中间体，该反应产生了所需的具有优异的Z选择性和高收率的较高取代的烯丙基砜。
• SYNTHESIS OF 1-(2-NAPHTHYLSULFONYL)PYRAZOLE-C-GLYCOSIDES
  作者：Abd El-Hamid Ismail、Abdel Aleem Hassan Abdel Aleem、Hamed Abdel Bary、Samy El-Assaly

  DOI：10.1081/ncn-120014819

  日期：——

  2-Naphthylsulfonylhydrazine was reacted with aromatic aldehydes or aldehydo sugars to give the corresponding hydrazones which undergo Michael addition reactions with malononitrile or ethyl cyanoacetate to form pyrazole derivatives.