2,3-Dihydrobenzopyrano[2,3-c]-3-pyrazole-3-thione | 231290-42-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2,3-Dihydrobenzopyrano[2,3-c]-3-pyrazole-3-thione
• 英文别名: 2H-chromeno[2,3-c]pyrazole-3-thione
• CAS: 231290-42-9
• 化学式: C₁₀H₆N₂OS
• 分子量: 202.236
• InChiKey: AFQZBUPSMYLTIE-UHFFFAOYSA-N

物化性质

• 沸点：
  325.7±52.0 °C(Predicted)
• 密度：
  1.52±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  65.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-硝基苯甲酰氯 、 2,3-Dihydrobenzopyrano[2,3-c]-3-pyrazole-3-thione 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以59%的产率得到(4-Nitrophenyl)-(3-sulfanylidenechromeno[2,3-c]pyrazol-2-yl)methanone
  参考文献：
  名称：

  Synthesis of some new biologically-active coumarin derivatives

  摘要：

  Coumarin and 6-nitrocoumarin hydrazones (2a,b), respectively, were prepared via the reaction of 2-thiocoumarin (1a,b) derivatives with hydrazine hydrate. The hydrazones were used as key intermediates for the preparation of some benzopyrano[2,3-c]pyrazoles (21-24) through the reaction of different acyl halides and subsequent cyclization in N,N-dimethylaniline. Benzopyrano[2,3-c]pyrazole-3-thione (25a,b) was prepared by the reaction of 1a with CS2 on which some alkylation, acylation and Mannich reactions were studied. Alternative procedures, other reactions and biological activity of some new compounds were given.

  DOI：

  10.1016/s0014-827x(98)00099-8
• 作为产物：
  描述：

  苯并吡喃-2-硫酮 在 氢氧化钾 、 一水合肼 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 32.0h， 生成 2,3-Dihydrobenzopyrano[2,3-c]-3-pyrazole-3-thione
  参考文献：
  名称：

  Synthesis of some new biologically-active coumarin derivatives

  摘要：

  Coumarin and 6-nitrocoumarin hydrazones (2a,b), respectively, were prepared via the reaction of 2-thiocoumarin (1a,b) derivatives with hydrazine hydrate. The hydrazones were used as key intermediates for the preparation of some benzopyrano[2,3-c]pyrazoles (21-24) through the reaction of different acyl halides and subsequent cyclization in N,N-dimethylaniline. Benzopyrano[2,3-c]pyrazole-3-thione (25a,b) was prepared by the reaction of 1a with CS2 on which some alkylation, acylation and Mannich reactions were studied. Alternative procedures, other reactions and biological activity of some new compounds were given.

  DOI：

  10.1016/s0014-827x(98)00099-8

文献信息

• SYNTHESIS OF SOME NEW HETEROCYCLIC COMPOUNDS FROM BENZOPYRANO[2,3-c]PYRAZOL-3-ONE DERIVATIVES
  作者：A. Khodairy

  DOI：10.1081/scc-100105398

  日期：2001.1.1

  The reaction of benzopyrano[2,3-c]pyrazol-3-one (1) with some active halo compounds, afforded compounds 4, 8 and 12, respectively. The cyanoethyl derivative 19 was synthesized and treated with active methylenes and sulfur or benzoylisothiocyanate and phenacyl bromide, to give compounds 24a,b and 27. Compounds 25a,b and 28 were obtained through the reaction of compounds 24a,b with acrylonitrile or compound

  苯并吡喃并[2,3-c]吡唑-3-酮(1)与一些活性卤素化合物反应，分别得到化合物4、8和12。合成氰乙基衍生物19，并用活性亚甲基和硫或苯甲酰异硫氰酸酯和苯甲酰溴处理，得到化合物24a、b和27。化合物25a、b和28由化合物24a、b与丙烯腈或化合物27与丙烯腈反应得到。马来酸酐。化合物1的硫代得到相应的硫代衍生物29。4-亚苄基-2-甲基恶唑啉-5-one与化合物1或29的反应分别得到产物30a、b。
• Synthesis of some new biologically-active coumarin derivatives
  作者：Ahmed M. El-Sayed、Abdel-Badih A.G. Ghattas、Mohamed T. El-Wassimy、Omayma A. Abd Allah

  DOI：10.1016/s0014-827x(98)00099-8

  日期：1999.1

  Coumarin and 6-nitrocoumarin hydrazones (2a,b), respectively, were prepared via the reaction of 2-thiocoumarin (1a,b) derivatives with hydrazine hydrate. The hydrazones were used as key intermediates for the preparation of some benzopyrano[2,3-c]pyrazoles (21-24) through the reaction of different acyl halides and subsequent cyclization in N,N-dimethylaniline. Benzopyrano[2,3-c]pyrazole-3-thione (25a,b) was prepared by the reaction of 1a with CS2 on which some alkylation, acylation and Mannich reactions were studied. Alternative procedures, other reactions and biological activity of some new compounds were given.