N-(3,4-diphenyl-1,3-thiazol-2-ylidene)-4-methylbenzenesulfonamide

• 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: N-(3,4-diphenyl-1,3-thiazol-2-ylidene)-4-methylbenzenesulfonamide
• 化学式: C₂₂H₁₈N₂O₂S₂
• 分子量: 406.529
• InChiKey: NYCJWRZKOFQCHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  83.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,4-diphenyl-2-iminothiazoline 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 2.17h， 生成 N-(3,4-diphenyl-1,3-thiazol-2-ylidene)-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Regioselective oxidation and halogenation of 2-(arylsulfenylimino)- and 2-(arylsulfinylimino)-4-thiazolines

  摘要：

  The synthesis of 4-thiazoline 2-iminium sulfinates (3) is described. From the salts 3 and NBS the 2-(arylsulfonylimino)-4-thiazolines (4) were formed, which have also been prepared by oxidation of 2-(arylsulfenylimino)-4-thiazolines (5) and by reaction of the arylsulfonyl chlorides (6) with 2-imino-4-thiazolines (2). The treatment of 5 with NBS (or NIS) in dry solvents results in 2-(arylsulfenylimino)-5-bromo (or iodo)-4-thiazolines (7); in the presence of NaHCO3 2-(arylsulfonylimino)-5-bromo-4-thiazolines (8) are formed. 2-(Arylsulfinylimino)-4-thiazolines (10) have also been halo-genated in the same manner with NBS or NIS to give the products (11).

  DOI：

  10.1002/prac.19963380182

文献信息

• Regioselective oxidation and halogenation of 2-(arylsulfenylimino)- and 2-(arylsulfinylimino)-4-thiazolines
  作者：H. Dehne、Pedro Chume、Helmut Reinke

  DOI：10.1002/prac.19963380182

  日期：——

  The synthesis of 4-thiazoline 2-iminium sulfinates (3) is described. From the salts 3 and NBS the 2-(arylsulfonylimino)-4-thiazolines (4) were formed, which have also been prepared by oxidation of 2-(arylsulfenylimino)-4-thiazolines (5) and by reaction of the arylsulfonyl chlorides (6) with 2-imino-4-thiazolines (2). The treatment of 5 with NBS (or NIS) in dry solvents results in 2-(arylsulfenylimino)-5-bromo (or iodo)-4-thiazolines (7); in the presence of NaHCO3 2-(arylsulfonylimino)-5-bromo-4-thiazolines (8) are formed. 2-(Arylsulfinylimino)-4-thiazolines (10) have also been halo-genated in the same manner with NBS or NIS to give the products (11).