1-(2-氨基-5-苯甲酰氯)-1-甲肼 | 59169-70-9

• 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: 1-(2-氨基-5-苯甲酰氯)-1-甲肼
• 中文别名: 1-(2-氨基-5-氯苯甲酰)-1-甲基肼
• 英文名称: 1-(2'-amino-5'-chlorobenzoyl)-1-methylhydrazine
• 英文别名: 2-Amino-5-chlorobenzoyl-1-methylhydrazid；2-amino-5-chloro-N-methylbenzohydrazide
• CAS: 59169-70-9
• 化学式: C₈H₁₀ClN₃O
• mdl: MFCD00216927
• 分子量: 199.64
• InChiKey: XWQSAOBUBKQAII-UHFFFAOYSA-N

物化性质

• 熔点：
  78-81 °C
• 密度：
  1.4671 (rough estimate)
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  72.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 安全说明：
  S24/25

反应信息

• 作为反应物：
  描述：

  1-(2-氨基-5-苯甲酰氯)-1-甲肼 以 乙醇 为溶剂， 反应 6.0h， 生成 5-(2-acetylamino-5-chlorophenyl)-1,3,4-trimethyl-1H-pyrazole
  参考文献：
  名称：

  β-二羰基化合物的N-2-氨基苯甲酰基-N-甲基hydr的闭环和重排

  摘要：

  N-环化过程中观察到一种新的重排（2-氨基苯甲酰基）-N- methylhydrazonesβ二羰基化合物，导致吡唑衍生物2，4，和5根据取代基和反应介质。

  DOI：

  10.1016/0040-4020(82)85022-9
• 作为产物：
  描述：

  5-氯靛红酸酐 、 靛红酸酐 以 乙醇 为溶剂， 反应 4.0h， 以66%的产率得到1-(2-氨基-5-苯甲酰氯)-1-甲肼
  参考文献：
  名称：

  Fueloep, Ferenc; Pihlaja, Kalevi, Organic Preparations and Procedures International, 1991, vol. 23, # 3, p. 377 - 378

  摘要：

  DOI：

文献信息

• Correlation analysis of the13C chemical shifts of substituted benzaldehyde 2-aminobenzoylhydrazones. Study of the propagation of substituent effects along a heteroatomic chain
  作者：Kari Neuvonen、Ferenc F�l�p、Helmi Neuvonen、Mario Simeonov、Kalevi Pihlaja

  DOI：10.1002/(sici)1099-1395(199701)10:1<55::aid-poc854>3.0.co;2-d

  日期：1997.1

  The C-13 chemical shifts of eight series of para- or meta-substituted benzaldehyde 2-aminobenzoylhydrazones possessing both amide and imine functionalities were measured. The C-13 chemical shifts were used to study the transmission of electronic substituent effects along the heteroaromatic side-chain of the substituted aromatic ring, In addition to the C=N bond, the benzoylhydrazones possess in their side-chain polarizable C=O and phenyl pi-units. The benzylidenic ring-substituent chemical shifts were analysed by the dual substituent parameter approach to separate the inductive and resonance effects, The negative p(I) and p(R) values observed (i.e. reverse substituent effects) indicate a significant pi-polarization of the C=N bond, The highly negative p(R) values, especially those in the case of meta substitution, suggest a contribution from a marked secondary field-transmitted resonance effect, The results are compared with those obtained for other hydrazones or imines. Variation of the electron-withdrawing ability of the N-2 substituent is seen to have a systematic effect on the p(I) values. Reverse substituent effects are also observed at the C-1'' site of the 2-aminobenzoyl ring while C-4'' shifts show normal behaviour, consistent with the general concept of the pi-polarization that each pi-unit of the side-chain is polarized largely as a localized system, Accordingly, the pi-polarization effect is seen efficiently to propagate also along a heteroaromatic chain, On the other hand, the C=O sites exhibit normal, although fairly slight, dependence on the benzylidenic substituent indicating an insignificant role of pi-polarization at that site. The effects of the solvent, CDCI3 vs. DMSO-d(6), on the p(I) and p(R) values are also considered.
• Conformational Complexity in Seven-Membered Cyclic Triazepinone/Open Hydrazones. 1. 1D and 2D Variable Temperature NMR Study
  作者：Kalevi Pihlaja、Mario F. Simeonov、Ferenc Fülöp

  DOI：10.1021/jo962322k

  日期：1997.7.1

  The stereo chemistry and conformational behavior of a series of 22 2-methyl-2-alkyl(phenyl, aryl)-4-N-methyl-1,2,3,4-tetrahydro-5H-1,3,4-bnezotriazepin-5-ones and their open-chain hydrazone tautomers in various solvents were studied by 1D and 2D NMR techniques in the temperature range from 193 K to 410 K. Molecular rearrangements involving interconversions of the ring and open-chain forms (the latter via amide bond and Z/E C=N double bond isomerization), pseudorotation of the ring forms, and N-inversion processes with different rates on the NMR time scale took place, leading to the observation of average and deceptively simple H-1 and C-13 NMR spectra for most of them at room temperature.
• GAL, M.;FEHER, OE.;TIHANYI, E.;HORVATH, G.;JERKOVICH, G., TETRAHEDRON, 1982, 38, N 19, 2933-2938
  作者：GAL, M.、FEHER, OE.、TIHANYI, E.、HORVATH, G.、JERKOVICH, G.

  DOI：——

  日期：——
• LEIBY R. W.; HEINDEL N. D., SYNTH. COMMUNS, 1976, 6, NO 4, 295-297
  作者：LEIBY R. W.、 HEINDEL N. D.

  DOI：——

  日期：——
• LEIBY R. W.; HEINDEL N. D., J. PHARM. SCI. <JPMS-AE>, 1977, 66, NO 4, 605-606
  作者：LEIBY R. W.、 HEINDEL N. D.

  DOI：——

  日期：——