2-p-chlorobenzylidene-3-methyl-4-nitro-3-thiolene-1,1-dioxide

• 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-p-chlorobenzylidene-3-methyl-4-nitro-3-thiolene-1,1-dioxide
• 英文别名: 5-[(4-chlorophenyl)methylidene]-4-methyl-3-nitro-2H-thiophene 1,1-dioxide
• 化学式: C₁₂H₁₀ClNO₄S
• 分子量: 299.735
• InChiKey: LVWPECNWNCUBKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  88.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-p-chlorobenzylidene-3-methyl-4-nitro-3-thiolene-1,1-dioxide 在 dinitrogen tetraoxide 作用下， 以 四氯化碳 为溶剂， 反应 1.0h， 以50%的产率得到2-[(p-chlorophenyl)nitromethyl]-3-methyl-4,4-dinitro-2-thiolene 1,1-dioxide
  参考文献：
  名称：

  摘要：

  A synthesis of previously unknown rigidly fixed heterocyclic structures, dinitrosulfodienes of the thiolene 1,1-dioxide series, was developed, and their structure was studied. The geometry and structural parameters of 3-methyl-4-vitro-2-[nitro(phenyl)methylene]-3-thiolene 1,1-dioxide were determined by X-ray diffraction.

  DOI：

  10.1023/a:1023415429402

文献信息

• Synthesis of bicyclic systems containing fused sulfolane and isoxazolidine rings
  作者：Valentina M. Berestovitskaya、Irina E. Efremova、Anna V. Serebryannikova、Lidiya V. Lapshina、Vladislav V. Gurzhiy

  DOI：10.1007/s10593-018-2233-y

  日期：2018.1

  hydroxylamine and N-methylhydroxylamine for the synthesis of 3-aryl-6а-methyl-6-nitrohexahydrothieno[2,3-d]isoxazole 4,4-dioxides – new representatives of original bicyclic structures combining condensed isoxazolidine and sulfolane rings. The structures of the obtained compounds were established by methods of IR spectroscopy, one-dimensional 1Н and 13С NMR spectroscopy, two-dimensional 1Н–13С HMQC and

  基于2-亚苄基-3-甲基-4-硝基-3-硫代己烯1，1-二氧化物及其取代类似物与羟胺和N-甲基羟胺的反应，开发了一种合成3-芳基-6′-甲基-的方法6-硝基六氢噻吩并[2,3- d ]异恶唑4,4-二氧化物-结合稠合的异恶唑烷和环丁砜环的原始双环结构的新代表。通过IR光谱法，一维的方法建立了所得到的化合物的结构1 Н和13 СNMR光谱，二维1 Н- 13 СHMQC和1个Н- 13个СHMBC实验，X射线结构分析。
• Synthesis of sulfolanooctahydrochromenones from 2-benzylidene-3-methyl-4-nitro-2,5-dihydrothiophene 1,1-dioxides
  作者：Igor I. Savelev、Irina E. Efremova、Lidiya V. Lapshina、Vladislav V. Gurzhiy、Ruslan I. Baichurin

  DOI：10.1007/s10593-022-03056-z

  日期：2022.1

  The reactions of 2-benzylidene-3-methyl-4-nitro-2,5-dihydrothiophene 1,1-dioxides with dimedone were used to synthesize a series of tricyclic compounds containing fused nitrosulfolane and octahydrochromenone rings. The structural features of the obtained polycyclic compounds were established on the basis of IR and NMR spectra, as well as X-ray structural analysis.

  2-苯亚甲基-3-甲基-4-硝基-2,5-二氢噻吩1,1-二氧化物与二甲双胍反应合成了一系列含有稠合硝基环丁砜和八氢色烯酮环的三环化合物。所得多环化合物的结构特征是基于红外光谱和核磁共振谱以及X射线结构分析确定的。
• Synthesis of new bicyclic compounds containing fused sulfolane and pyrazolidine rings
  作者：I. E. Efremova、A. V. Serebryannikova、L. V. Lapshina、V. V. Gurzhiy、V. M. Berestovitskaya

  DOI：10.1134/s1070363216030191

  日期：2016.3

  3-Aryl-6а-methyl-6-nitro-1-carbamoylhexahydrothieno[2,3-d]pyrazole-4,4-dioxides, novel original bicyclic species consisting of fused pyrazolidine and sulfolane rings, and 1,4-adducts were obtained by reacting 2-benzylidene-3-methyl-4-nitro-3-thiolene-1,1-dioxide and its derivatives with semicarbazide.

  获得3-芳基-6α-甲基-6-硝基-1-氨基甲酰基六氢噻吩并[2,3- d ]吡唑-4,4-二氧化物，新颖的由稠合的吡唑烷和环丁砜环组成的双环物质，以及1,4-加合物使2-亚苄基-3-甲基-4-硝基-3-噻吩-1,1-二氧化物及其衍生物与氨基脲反应。
• Reactions of aroylhydrazines with nitrosulfodienes of the 2-benzylidene-3-methyl-4-nitro-3-thiolene-1,1-dioxide series
  作者：L. V. Lapshina、A. V. Serebryannikova、I. E. Efremova、A. D. Perkhunova、S. V. Bortnikov、V. M. Berestovitskaya

  DOI：10.1134/s1070363214080131

  日期：2014.8

  Reactions of s-trans-nitrosulfodienes of the 2-benzylidene-3-methyl-4-nitro-3-thiolene-1,1-dioxide series with aroylhydrazines occur as nucleophilic 1,4-addition to give the aza-Michael adducts. Activity of the studied substrates depends on the nature of the substituents in the benzene ring of benzylidene fragment. Previously unexplored representatives of the 2-benzylidene-3-methyl-4-nitro-3-thiolene-1,1-dioxides have been synthesized.
• Synthesis of 3-aryl-6a-methyl-6-nitro-1-phenylhexahydrothieno[2,3-d]pyrazole 4,4-dioxides
  作者：Valentina M. Berestovitskaya、Irina E. Efremova、Lidiya V. Lapshina、Anna V. Serebryannikova、Vladislav V. Gurzhiy、Victoria V. Abzianidze

  DOI：10.1016/j.mencom.2015.05.010

  日期：2015.5

  Reaction of 2-benzylidene-3-methyl-4-nitro-3-thiolene 1,1-dioxides and phenylhydrazine affords 3-aryl-6a-methyl-6-nitro-1-phenylhexahydrothieno[2,3-d]pyrazole 4,4-dioxides in moderate yields.