2-(3-nitro-phenyl)-4-phenyl-2,3-dihydro-benzo[b][1,4]thiazepine | 60246-86-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并硫氮卓类
• 英文名称: 2-(3-nitro-phenyl)-4-phenyl-2,3-dihydro-benzo[b][1,4]thiazepine
• 英文别名: 2-(3-(Hydroxy(oxido)amino)phenyl)-4-phenyl-2,3-dihydro-1,5-benzothiazepine；2-(3-nitrophenyl)-4-phenyl-2,3-dihydro-1,5-benzothiazepine
• CAS: 60246-86-8
• 化学式: C₂₁H₁₆N₂O₂S
• 分子量: 360.436
• InChiKey: XXYPDVRSHFSOFF-UHFFFAOYSA-N

物化性质

• 熔点：
  178-180 °C
• 沸点：
  520.7±50.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  83.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(3-nitro-phenyl)-4-phenyl-2,3-dihydro-benzo[b][1,4]thiazepine 、 (1Z)-2-偶氮基-3-氧代-1,3-二苯基-1-丙烯-1-醇 以 xylene 为溶剂， 反应 0.25h， 以49%的产率得到(4aS,6S)-6-(3-nitrophenyl)-2,3,4a-triphenyl-5,6-dihydro-[1,3]oxazino[2,3-d][1,5]benzothiazepin-1-one
  参考文献：
  名称：

  CYCLOADDITION REACTION OF BENZOHETEROAZEPINE: SYNTHESIS OF 4a,5,6,12-TETRAHYDRO-1H-1,3-OXAZINO[3,2 -d[[1,5] BENZOTHIAZEPIN-1-ONES AND 1H,7H-1,3-OXAZINO[3,2-d][1,5] BENZODIAZEPIN-1-ONES

  摘要：

  2,3-Dihydro-1,5-benzothiazepines and 2,3-dihydro-1H-1,5-benzodiazepines reacted with alpha -carbonylketenes, generated from 2-diazo-1,3-diphenyl-1,3-propanedione and 2-diazo-1-phenyl-1,3-butandione by heating, to give [2+4] cycloadducts 4a,5,6,12-tetrahydro-1H-1,3-oxazino[3,2-d] [1,5] -benzothiazepin-1-ones and 4a,5,6,12-tetrahydro-1H,7H-1,3-oxazino [3,2-d] [ 1,5]-benzodiazepin-1-ones. The cycloaddition reactions showed different regioselectivities when different 1,5-benzoheteroazepines reacted with asymmetric 2-diazo-1-phenyl-1,3-butandione. The conformations of cycloadducts and cycloaddition. reaction mechanism were described.

  DOI：

  10.1080/10426509808033721
• 作为产物：
  描述：

  3-硝基查耳酮 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 2-(3-nitro-phenyl)-4-phenyl-2,3-dihydro-benzo[b][1,4]thiazepine
  参考文献：
  名称：

  CYCLOADDITION REACTION OF BENZOHETEROAZEPINE: SYNTHESIS OF 4a,5,6,12-TETRAHYDRO-1H-1,3-OXAZINO[3,2 -d[[1,5] BENZOTHIAZEPIN-1-ONES AND 1H,7H-1,3-OXAZINO[3,2-d][1,5] BENZODIAZEPIN-1-ONES

  摘要：

  2,3-Dihydro-1,5-benzothiazepines and 2,3-dihydro-1H-1,5-benzodiazepines reacted with alpha -carbonylketenes, generated from 2-diazo-1,3-diphenyl-1,3-propanedione and 2-diazo-1-phenyl-1,3-butandione by heating, to give [2+4] cycloadducts 4a,5,6,12-tetrahydro-1H-1,3-oxazino[3,2-d] [1,5] -benzothiazepin-1-ones and 4a,5,6,12-tetrahydro-1H,7H-1,3-oxazino [3,2-d] [ 1,5]-benzodiazepin-1-ones. The cycloaddition reactions showed different regioselectivities when different 1,5-benzoheteroazepines reacted with asymmetric 2-diazo-1-phenyl-1,3-butandione. The conformations of cycloadducts and cycloaddition. reaction mechanism were described.

  DOI：

  10.1080/10426509808033721

文献信息

• Magnesium Perchlorate as a New and Highly Efficient Catalyst for the Synthesis of 2,3-Dihydro-1,5-benzothiazepines
  作者：Asit Chakraborti、Gopal Khatik、Raj Kumar

  DOI：10.1055/s-2007-965892

  日期：2007.2

  Commercially available magnesium perchlorate has been found to be a highly efficient catalyst for the reaction of 1,3-diarylprop-2-enones with 2-aminothiophenol leading to the synthesis of 2,3-dihydro-1,5-benzothiazepines in high yields and in short times.

  商业化的过氯酸镁被发现是一种高效的催化剂，可以促使1,3-二芳基丙-2-酮与2-氨基噻吩醇的反应，从而在短时间内以高产率合成2,3-二氢-1,5-苯噻嗪。
• Synthesis of 1,5-benzothiazepines with Microwave Irradiation under Solvent and Catalyst-free Conditions
  作者：M. Rahman、A. Roy、A. Majee、A. Hajra

  DOI：10.3184/030823409x416965

  日期：2009.3

  Microwave irradiation of α,β-p-unsaturated ketones (chalcones) and o-aminothiophenol in the absence of solvent and catalyst provides a highly efficient methodology for the synthesis of 1,5-benzothiazepines in moderate to good yields.

  在没有溶剂和催化剂的情况下，微波辐照α,β-p-不饱和酮（查尔酮）和邻氨基苯硫酚，为合成 1,5-苯并硫氮杂卓提供了一种高效的方法，产率为中等到良好。
• Facile Synthesis of 1,5-Benzothiazepines in Water Using Tetrabutylammonium Tribromide
  作者：Yunhui Yan、Xiaojuan Yang、Liqiang Wu

  DOI：10.1080/10426507.2011.627900

  日期：2012.5

  environmentally benign, and efficient method was developed for the preparation of 1,5-benzothiazepines via a one-pot condensation reaction of 2-aminothiophenol with 1,3-diaryl- 2-propenones using tetrabutylammonium tribromide as an efficient and versatile catalyst in water. GRAPHICAL ABSTRACT

  摘要 以四丁基三溴化铵为原料，通过 2-氨基苯硫酚与 1,3-二芳基-2-丙烯酮的一锅缩合反应，开发了一种简单、环保、高效的制备 1,5-苯并噻嗪类药物的方法。水中的催化剂。图形概要
• An efficient synthesis of 1,5-benzothiazepines in the presence of sub-stoichiometric amount of cyanuric chloride
  作者：Pengli Sun、Lizheng Fang、Liqiang Wu

  DOI：10.1080/17415993.2011.572971

  日期：2011.6.1

  An efficient synthesis of 1,3-diaryl-2,3-dihydro-1,5-benzothiazepines has been developed by the reaction of various 1,3-diaryl-2-propenones with 2-aminothiophenol under thermal solvent-free conditions in the presence of a sub-stoichiometric amount of cyanuric chloride. [image omitted].