1H-噻吩并[3,4-c]吡唑,4,6-二氢-,5,5-二氧化 | 139124-98-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1H-噻吩并[3,4-c]吡唑,4,6-二氢-,5,5-二氧化
• 英文名称: 4,6-Dihydrothieno<3,4-c>pyrazole 5,5-dioxide
• 英文别名: 4,6-Dihydrothieno<3,4-d>pyrazole 5,5-dioxide；4,6-dihydro-1H-thieno[3,4-c]pyrazol-5,5-dioxide；4,6-dihydro-1H-thieno[3,4-c]pyrazole 5,5-dioxide
• CAS: 139124-98-4
• 化学式: C₅H₆N₂O₂S
• 分子量: 158.181
• InChiKey: TYWDILZJAROLBK-UHFFFAOYSA-N

物化性质

• 沸点：
  557.0±50.0 °C(Predicted)
• 密度：
  1.636±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  71.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1H-噻吩并[3,4-c]吡唑,4,6-二氢-,5,5-二氧化 在 吡啶 、 sodium methylate 作用下， 以 various solvent(s) 为溶剂， 反应 49.0h， 生成 trans Diethyl 2-benzoyl-4,5,6,7-tetrahydroindazole-5,6-dicarboxylate
  参考文献：
  名称：

  杂环稠合的2,5-二氢噻吩S，S-二氧化物作为杂环邻喹啉甲烷的前体

  摘要：

  2,5-Dihydrothiophene 5,5-dioxides 8 and 6 have been obtained by interception of flash-pyrolytically produced 2,3-dihydro-2,3-bis(methylene)thiophene with sulfur dioxide and from methyl 4,5-bischloromethylthiophene-2-carboxylate by reaction with sodium sulfide and oxidation. Pyrazole fused analogues 15 and 16 (R = Me and COPh) were prepared from 3-phenylsulfonyl-2,5-dihydrothiophene S,S-dioxide by cycloaddition

  DOI：

  10.1016/s0040-4020(01)80480-4
• 作为产物：
  描述：

  4-[(dimethylamino)methylene]dihydrothiophen-3(2H)-one 在 vanadia 、 sodium carbonate 、 间氯过氧苯甲酸 、 肼 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 生成 1H-噻吩并[3,4-c]吡唑,4,6-二氢-,5,5-二氧化
  参考文献：
  名称：

  Access to new sulfolene derivatives via formylation of thiolan-3-one

  摘要：

  New tetrahydrothiophene derivatives, which are demonstrated to be reactive towards various nucleophiles and provide access to [b]- and [c]-fused sulfolenes are described. Application of heterocyclic sulfides as o-quinodimethane precursors is documented. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.05.107

文献信息

• A new route to heterocyclic fused 2,5-dihydrothiophene S,S-dioxides: formation of pyrazole analogues of o-xylylenes
  作者：Lynne M. Chaloner、Andrew P.A. Crew、Richard C. Storr、Michael Yelland

  DOI：10.1016/0040-4039(91)80547-j

  日期：1991.12

  Addition of diazomethane to 3-phenylsulphonyl-2,5-dihydrothiophene S,S-dioxide 3, followed by base induced aromatisation gives the sulphone 7, a precursor to pyrazole analogues of o-quinodimethane).

  将重氮甲烷添加到3-苯基磺酰基-2,5-二氢噻吩S，S-二氧化物3中，然后进行碱诱导的芳构化，得到砜7，这是邻-喹二甲烷的吡唑类似物的前体。
• A novel route to the preparation of pyrazole analogs of o-xylylene.
  作者：Ta Shue Chou、Ruei Chih Chang

  DOI：10.1021/jo00054a037

  日期：1993.1
• Access to new sulfolene derivatives via formylation of thiolan-3-one
  作者：Olga Gordivska、Dmytro Listunov、Kirill Popov、Tatyana Volovnenko、Yulian Volovenko

  DOI：10.1016/j.tetlet.2013.05.107

  日期：2013.8

  New tetrahydrothiophene derivatives, which are demonstrated to be reactive towards various nucleophiles and provide access to [b]- and [c]-fused sulfolenes are described. Application of heterocyclic sulfides as o-quinodimethane precursors is documented. (C) 2013 Elsevier Ltd. All rights reserved.
• Heterocyclic fused 2,5-dihydrothiophene S,S-dioxides as precursors to heterocyclic o-quinodimethanes
  作者：Lynne M. Chaloner、Andrew P.A. Crew、Paul M. O'Neill、Richard C. Storr、Michael Yelland

  DOI：10.1016/s0040-4020(01)80480-4

  日期：1992.1

  5-bischloromethylthiophene-2-carboxylate by reaction with sodium sulfide and oxidation. Pyrazole fused analogues 15 and 16 (R = Me and COPh) were prepared from 3-phenylsulfonyl-2,5-dihydrothiophene S,S-dioxide by cycloaddition of diazomethane, base induced aromatisation and N-substitution of the sulfone 14. Reaction of 3-acetyl-4-phenylthio-2,5-dihydrothiophene S,S-dioxide with hydrazine and interception of

  2,5-Dihydrothiophene 5,5-dioxides 8 and 6 have been obtained by interception of flash-pyrolytically produced 2,3-dihydro-2,3-bis(methylene)thiophene with sulfur dioxide and from methyl 4,5-bischloromethylthiophene-2-carboxylate by reaction with sodium sulfide and oxidation. Pyrazole fused analogues 15 and 16 (R = Me and COPh) were prepared from 3-phenylsulfonyl-2,5-dihydrothiophene S,S-dioxide by cycloaddition