(E)-N-(furan-2-ylmethylene)benzenesulfonamide | 14744-31-1

• 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: (E)-N-(furan-2-ylmethylene)benzenesulfonamide
• 英文别名: N-furfurylidene-benzenesulfonamide；N-Furfuryliden-benzolsulfonamid；(NE)-N-(furan-2-ylmethylidene)benzenesulfonamide
• CAS: 14744-31-1
• 化学式: C₁₁H₉NO₃S
• 分子量: 235.263
• InChiKey: YXDZYSNMAQKROQ-FMIVXFBMSA-N

物化性质

• 熔点：
  124-126 °C
• 沸点：
  388.2±34.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,6-二甲基吡啶 、 (E)-N-(furan-2-ylmethylene)benzenesulfonamide 在 scandium tris(trifluoromethanesulfonate) 作用下， 以 三氟甲苯 为溶剂， 反应 24.0h， 以80%的产率得到N-(1-(furan-2-yl)-2-(6-methylpyridin-2-yl)ethyl)-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Lewis酸催化的CH官能团合成异吲哚啉酮和异吲哚啉

  摘要：

  已经开发了用N-磺酰基醛二胺的路易斯酸催化的2-取代的氮杂芳烃的CH官能化，其为合成含杂环的异吲哚啉酮和异吲哚啉提供了一种快速有效的方法。

  DOI：

  10.1002/adsc.201000556
• 作为产物：
  描述：

  三呋喃甲醛二亚胺 、 苯磺酰氯 在 吡啶 作用下， 生成 (E)-N-(furan-2-ylmethylene)benzenesulfonamide
  参考文献：
  名称：

  Lichtenberger et al., Bulletin de la Societe Chimique de France, 1955, p. 669,673,675

  摘要：

  DOI：

文献信息

• Organometallic Reactions in Aqueous Media. Indium- and Zinc-Mediated Allylation of Sulfonimines¹
  作者：Wenshuo Lu、Tak Hang Chan

  DOI：10.1021/jo0009898

  日期：2000.12.1

  effectively allylated to the corresponding homoallylic sulfonamides with allylic bromides promoted by indium or zinc. The solvent used can be water, THF, or a mixed aqueous THF solvent. The regioselectivity and stereoselectivity of the reaction were studied.

  衍生自芳基和不可烯化的脂族醛的磺胺可以被铟或锌促进的烯丙基溴有效地烯丙基化为相应的均烯丙基磺酰胺。所用的溶剂可以是水，THF或混合的THF水溶液。研究了反应的区域选择性和立体选择性。
• Preparation of Unsaturated Aminonitriles from the Aza-Morita-Baylis-Hillman Reactions of Aldimines with Penta-2,4-dienenitrile
  作者：Thomas Back、Kristen Clary

  DOI：10.1055/s-2007-990886

  日期：2007.12

  mines undergo facile aza-Morita-Baylis-Hillman reactions with penta-2,4-dienenitrile in anhydrous DMF in the presence of catalytic 3-hydroxyquinuclidine and methanol to afford the corresponding unsaturated aminonitriles.

  -（苯基磺酰基）醛亚胺在催化 3-羟基奎宁环和甲醇存在下，在无水 DMF 中与五-2,4-二烯腈发生简单的氮杂-森田-Baylis-Hillman 反应，得到相应的不饱和氨基腈。
• Modulators of Rho C activity
  申请人：——

  公开号：US20030171341A1

  公开（公告）日：2003-09-11

  Compounds of formula 1 modulate the activity of Rho C: 1 wherein R is a direct bond, lower alkylene, —C(O)NH—, or —NHC(O)—; Ar is aryl or heteroaryl, substituted with R 7 , R 8 , R 9 , and R 10 , wherein R 7 , R 8 , and R 9 are each independently H, halo, lower alkyl, OH, lower alkoxy, and R 10 is H, halo, lower alkyl, OH, lower alkoxy, or forms a ring with R 1 ; R 1 is H, lower alkyl, or forms a ring with R 10 ; R 2 , R 3 , R 4 , R 5 , and R 6 are each independently H, lower alkyl, halo, nitro, OH, lower alkoxy, NH 2 , lower alkylamino, di(lower alkyl)amino, or two adjacent groups together form a saturated or unsaturated ring; or a pharmaceutically acceptable salt thereof.

  1式的化合物调节Rho C的活性：其中R是直接键，低碳基，—C（O）NH—或—NHC（O）—;Ar是芳基或杂环芳基，用R7，R8，R9和R10取代，其中R7，R8和R9各自独立地为H，卤素，低烷基，OH，低烷氧基，而R10为H，卤素，低烷基，OH，低烷氧基或与R1形成环；R1为H，低烷基或与R10形成环；R2，R3，R4，R5和R6各自独立地为H，低烷基，卤素，硝基，OH，低烷氧基，NH2，低烷基氨基，二（低烷基）氨基，或两个相邻的基团共同形成饱和或不饱和环；或其药学上可接受的盐。
• Kretow; Abraschanowa, Zhurnal Obshchei Khimii, 1957, vol. 27, p. 1993,1995;engl.Ausg.S.2051,2053
  作者：Kretow、Abraschanowa

  DOI：——

  日期：——
• Allylic Amines via Iridium-Catalyzed C−C Bond Forming Hydrogenation:  Imine Vinylation in the Absence of Stoichiometric Byproducts or Metallic Reagents
  作者：Andriy Barchuk、Ming-Yu Ngai、Michael J. Krische

  DOI：10.1021/ja073018j

  日期：2007.7.1

  Exposure of aromatic, heteroaromatic, and aliphatic N-arylsulfonyl aldimines 1a-12a in toluene solution at 60 degrees C to 2-butyne and hydrogen at ambient pressure in the presence of a cationic iridium(I) catalyst modified by BIPHEP enables formation of reductive coupling products, allylic amines 1b-12b, in good isolated yields as single geometrical isomers (> 95:5, E:Z). The nonsymmetric alkynes 4-methyl-2-pentyne couple to imines 1b-12b under standard conditions with complete levels of regioselection. Hydrogenative coupling of 2-hexyne to imines 6a, 12a, and 13a delivers allylic amines 15b, 16b, and 18b in 10:1 regioisomeric ratios in each case. As revealed by H-2 NMR analysis, reductive coupling of 2-butyne to imine 2a under an atmosphere of elemental deuterium provides deuterio-2b, which incorporates deuterium at the vinylic position (83% H-2) and at the allylic methyl groups (5% H-2). An equal distribution of deuterium at the allylic methyl groups suggests H-D exchange at the propargylic positions of 2-butyne in advance of C-C coupling.