2-chloro-2-propenesulfonyl chloride | 40644-59-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 磺酰卤
• 英文名称: 2-chloro-2-propenesulfonyl chloride
• 英文别名: 2-Chloroprop-2-ene-1-sulfonyl chloride
• CAS: 40644-59-5
• 化学式: C₃H₄Cl₂O₂S
• mdl: MFCD19200380
• 分子量: 175.036
• InChiKey: QRMCMHTWSHURKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-chloro-2-propenesulfonyl chloride 在 potassium hydrogen difluoride 作用下， 以 水 为溶剂， 以48.5 g的产率得到2-chloroprop-2-ene-1-sulfonyl fluoride
  参考文献：
  名称：

  构建 2-烷基取代的乙烯基磺酰氟的一般程序

  摘要：

  从相应的烷基碘和 2-氯丙基-2-烯-1-磺酰氟 (CESF) 有效地制备了一系列紧凑和多功能的 2-烷基取代的乙烯基磺酰氟。这种 Giese 型自由基方法为烯基磺酰氟提供了新的和普遍的途径，包括使用以前建立的方法难以合成的结构。在烯基磺酰氟上也证明了相应的大量衍生化反应。

  DOI：

  10.1021/acs.orglett.2c03936
• 作为产物：
  描述：

  2,3-二氯丙烯 以82%的产率得到
  参考文献：
  名称：

  BRIENE, MARIE-JOSEPHE;VARECH, DANIEL;LECLERCQ, MARTINE;JACQUES, JEAN;BADE+, J. MED. CHEM., 30,(1987) N 12, 2232-2239

  摘要：

  DOI：

文献信息

• Reactions of prop-2-yne-1-sulphonyl chloride with α-morpholinostyrene
  作者：S. Bradamante、P. Del Buttero、S. Maiorana

  DOI：10.1039/p19730000612

  日期：——

  The reaction between prop-2-yne-1-sulphonyl chloride and α-morpholinostyrene was performed (a) in the presence of an equimolar amount of triethylamine at 0° to give 4-acetyl-3-phenyl-2H-thiet 1,1-dioxide (7) and 1-morpholino-1-phenyl-3-thiahex-1-en-5-yne 3,3-dioxide (3) or the corresponding 3-thiahex-1-en-5-one dioxide (6), depending on the work-up conditions; and (b) at –30° with triethylamine and

  丙-2-炔-1-磺酰氯与α-吗啉代苯乙烯之间的反应（a）在等摩尔量的三乙胺的存在下于0°进行，得到4-乙酰基-3-苯基-2 H - thiet 1， 1-二氧化物（7）和1-吗啉代-1-苯基-3-硫杂1--1--5-炔3,3-二氧化物（3）或相应的3-硫杂-1--1--5-二氧化物（ 6），取决于后处理条件；（b）在–30°时与三乙胺和磺酰氯以3：1的比例混合，得到3-吗啉代-3-苯基-2-乙烯基偏二乙炔1,1-二氧化物（11）和开链砜（6）。讨论了产品的来源。化合物（11）和1-吗啉代-1-苯基-3-硫杂六-1,4,5-三烯3,3-二氧化物（10）被证明是砜（7）和（6）的可能前体，分别。
• [EN] K-RAS MODULATORS WITH A VINYL SULFONAMIDE MOIETY<br/>[FR] MODULATEURS DE K-RAS AVEC UNE FRACTION DE SULFONAMIDE DE VINYLE
  申请人：THERAS INC

  公开号：WO2019204505A3

  公开（公告）日：2019-11-28
• New antifilarial agents. 1. Epoxy sulfonamides and ethynesulfonamides
  作者：Marie Josephe Brienne、Daniel Varech、Martine Leclercq、Jean Jacques、Nathalie Radembino、Christine Dessalles、Georges Mahuzier、Chantal Gueyouche、Christian Bories

  DOI：10.1021/jm00395a010

  日期：1987.12

  Two series of 2-substituted 1,2-epoxyethanesulfonamides 2 and ethynesulfonamides 5 were synthesized and evaluated for their antifilarial activity. The trans epoxides 2T were stereospecifically prepared by a Darzens reaction between aldehydes and halomethanesulfonamides. The cis isomers 2c were obtained from ethynesulfonamides 5 by semihydrogenation followed by KOCl epoxidation. 2-Substituted ethynesulfonamides 5 were synthesized from appropriate trans-ethenesulfonamides by a bromination/dehydrobromination sequence. These products, as well as several synthetic intermediates, were evaluated for antifilarial activity against Molinema dessetae either in vivo in its natural host, the rodent Proechimys oris, or in vitro by a new test using cultures of the infective larvae. Most of the epoxides 2T and acetylenic derivatives 5 bearing a 2-aryl substituent were active in vitro. Among these compounds, four epoxides 2T and one acetylenic derivative 5 showed marked macrofilaricidal activity in vivo without any microfilaricidal activity. The differences between the in vivo and in vitro results may be due, in part, to the low chemical stability of the epoxy sulfonamides 2T. Despite this limitation, the activities observed in this reliable animal model suggest further development and testing of both series 2T and 5 as macrofilaricides.
• BRIENE, MARIE-JOSEPHE;VARECH, DANIEL;LECLERCQ, MARTINE;JACQUES, JEAN;BADE+, J. MED. CHEM., 30,(1987) N 12, 2232-2239
  作者：BRIENE, MARIE-JOSEPHE、VARECH, DANIEL、LECLERCQ, MARTINE、JACQUES, JEAN、BADE+

  DOI：——

  日期：——
• A General Procedure for the Construction of 2-Alkyl-Substituted Vinyl Sulfonyl Fluoride
  作者：Xu Zhang、Hua-Li Qin

  DOI：10.1021/acs.orglett.2c03936

  日期：2022.12.23

  A series of compact and multifunctional 2-alkyl-substituted vinyl sulfonyl fluorides were efficiently prepared from the corresponding alkyl iodides and 2-chloroprop-2-ene-1-sulfonyl fluoride (CESF). This Giese-type radical approach provided new and general access to alkenyl sulfonyl fluorides, including structures that would otherwise be challenging to synthesize with previously established methods

  从相应的烷基碘和 2-氯丙基-2-烯-1-磺酰氟 (CESF) 有效地制备了一系列紧凑和多功能的 2-烷基取代的乙烯基磺酰氟。这种 Giese 型自由基方法为烯基磺酰氟提供了新的和普遍的途径，包括使用以前建立的方法难以合成的结构。在烯基磺酰氟上也证明了相应的大量衍生化反应。