4,7-dimethyl-1,3-dihydro-2H-1,5-benzodiazepin-2-one | 36743-75-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 4,7-dimethyl-1,3-dihydro-2H-1,5-benzodiazepin-2-one
• 英文别名: 4,7-dimethyl 1,5-benzodiazepin 2-one；4,7-dimethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one；2,3-dihydro-4,7-dimethyl-1H-1,5-benzo-diazepin-2-one；4,7-Dimethyl-2,3-dihydro-1H-1,5-benzo-2-diazepinon；2,3-Dihydro-4,7-dimethyl-1H-1,5-benzodiazepin-2-one；4,7-dimethyl-1,3-dihydro-1,5-benzodiazepin-2-one
• CAS: 36743-75-6
• 化学式: C₁₁H₁₂N₂O
• 分子量: 188.229
• InChiKey: FIHSNWWILJRGHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,7-dimethyl-1,3-dihydro-2H-1,5-benzodiazepin-2-one 、 potassium nitrite 以5%的产率得到
  参考文献：
  名称：

  SOLOMKO Z. F.; CHMILENKO T. S.; SHEVCHENKO L. V.; XIMYUK S. P., DNEPROPETR. YH-T DNEPROPETROVSK, 1977. 9S. , BIBLIOGR. 4 NAZV. (RUKOPIS D+

  摘要：

  DOI：
• 作为产物：
  描述：

  Acetessigsaeure-(2-nitro-4-methyl-anilid) 以38%的产率得到
  参考文献：
  名称：

  CHMILENKO T. S.; SOLOMKO Z. F., XIMIYA GETEROTSIKL. SOEDIN., 1977, HO 6, 834-838,

  摘要：

  DOI：

文献信息

• Asymmetric Ir-catalyzed hydrogenation of 4-R-1,3-dihydro-2H-1,5-benzodiazepin-2-ones using a novel phosphoramidite ligand
  作者：S. E. Lyubimov、M. V. Sokolovskaya、I. S. Mikhel、K. P. Birin、V. A. Davankov

  DOI：10.1007/s11172-019-2572-6

  日期：2019.7

  A novel chiral phosphoramidite ligand, (Sa)-2-[N-ethyl-N-(1-naphthylmethyl)amino]-dinaphtho[2,1-d:1´,2´-f][1,3,2]dioxaphosphepane, was obtained and tested in Ir-catalyzed asymmetric hydrogenation of a series of 4-R-1,3-dihydro-2H-1,5-benzodiazepin-2-ones, wherein up to 74% ee was achieved. The structure of the resulting compounds was determined based on one- and two-dimensional NMR (1H, 13C, 31P, 1H—1H

  一种新型手性亚磷酰胺配体，(Sa)-2-[N-乙基-N-(1-萘基甲基)氨基]-二萘并[2,1-d:1´,2´-f][1,3,2]获得了二恶磷烷，并在一系列 4-R-1,3-二氢-2H-1,5-苯并二氮杂-2-酮的 Ir 催化不对称氢化中进行了测试，其中实现了高达 74% 的 ee。所得化合物的结构基于一维和二维 NMR（1H、13C、31P、1H-1H COSY、1H-1H ROESY、1H-13C HSQC 和 1H-13C HMBC）光谱数据确定。
• Inhibitive effect of some 1,5-benzodiazepin 2-one derivatives on the corrosion of iron in 1M HCl
  作者：M El Achouri、S Kertit、M Salem、MS Hajji、EM Essassi

  DOI：10.1051/jcp/1996932011

  日期：——

  The effect of some 1,5-benzodiazepin 2-one derivatives on the corrosion behaviour of iron in 1M HCl has been investigated by gravimetric and electrochemical polarization methods. Both techniques gave the same order of inhibition efficiencies. Polarization data indicate that all of the compounds tested act as mixed-type inhibitors, without changing the mechanism of the cathodic hydrogen evolution reaction. The inhibition efficiency of the compounds tested has been found to decrease as follows: 7-methyl 4-phenyl 1,5-benzodiazepin 2-one > 4-phenyl 1,5-benzodiazepin 2-one > 3,7-dimethyl 1,5-benzodiazepin 2-one. These compounds are adsorbed on the iron surface according to a Frumkin isotherm. The inhibition efficiency and the mode of adsorption of these compounds have been explained on the basis of nature of substituents and stability of conformers in the seven-membered ring of 1,5- benzodiazepin 2-one. The effect of temperature in the range 18-50 °C indicates that the protection efficiency decreases very slightly when the temperature increases. Apparent activation energies were determined.

  通过重量分析和电化学极化方法研究了一些1,5-苯二氮卓2-酮衍生物对铁在1M HCl中的腐蚀行为的影响。两种技术都给出了相同顺序的抑制效率。极化数据表明，所有测试的化合物都充当混合型抑制剂，而不改变阴极析氢反应的机制。发现测试化合物的抑制效率按如下方式降低： 7-甲基 4-苯基 1,5-苯二氮卓 2-一 > 4-苯基 1,5-苯二氮卓 2-一 > 3,7-二甲基 1,5 -苯二氮卓2-一。这些化合物根据弗鲁姆金等温线吸附在铁表面上。这些化合物的抑制效率和吸附模式已根据1,5-苯二氮卓2-酮七元环中取代基的性质和构象异构体的稳定性进行了解释。 18-50℃范围内温度的影响表明，当温度升高时，保护效率下降非常轻微。测定表观活化能。
• Novel Syntheses of Tetrahydrobenzodiazepines and Dihydropyrazines via Isocyanide-Based Multicomponent Reactions of Diamines
  作者：Ahmad Shaabani、Ali Maleki、Fatemeh Hajishaabanha、Hamid Mofakham、Mozhdeh Seyyedhamzeh、Mojtaba Mahyari、Seik Weng Ng

  DOI：10.1021/cc900125a

  日期：2010.1.11

  In this work, two novel isocyanide-based multicomponent reactions of 1,2-diamine compounds with diketene have been developed as efficient strategies for the synthesis of 2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-2-carboxamides with regiochemical control and 1,6-dihydropyrazine-2,3-dicarbonitriles in good to excellent yields at ambient temperature.
• Synthesis of Highly Regioselective Bifunctional Tricyclic Tetrazole-1H-benzo[b][1,4]diazepins
  作者：Ahmad Shaabani、Zeinab Hezarkhani、Hamid Mofakham、Seik Ng

  DOI：10.1055/s-0033-1338953

  日期：——

  A new approach for the synthesis of arrays of bifunctional tricyclic tetrazole-1H-benzo[b][1,4]diazepines has been investigated. It includes a sequential two-step isocyanide-based condensation reaction of diamines or 2-nitroanilines, ethyl 3-oxobutanoate or 2,2,6-trimethyl-4H-1,3-dioxin-4-one, isocyanides and trimethylsilyl azide in good yields.
• SOLOMKO Z. F.; CHMILENKO T. S.; SHEVCHENKO L. V.; XIMYUK S. P., DNEPROPETR. YH-T DNEPROPETROVSK, 1977. 9S. , BIBLIOGR. 4 NAZV. (RUKOPIS D+
  作者：SOLOMKO Z. F.、 CHMILENKO T. S.、 SHEVCHENKO L. V.、 XIMYUK S. P.

  DOI：——

  日期：——