2-fluoro-5-(morpholine-4-sulfonyl)-N-(1,3,4-thiadiazol-2-yl)benzamide

• 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: 2-fluoro-5-(morpholine-4-sulfonyl)-N-(1,3,4-thiadiazol-2-yl)benzamide
• 英文别名: 2-fluoro-5-morpholin-4-ylsulfonyl-N-(1,3,4-thiadiazol-2-yl)benzamide
• 化学式: C₁₃H₁₃FN₄O₄S₂
• 分子量: 372.401
• InChiKey: XJAIBZRIABSDLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  138
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2-氨基-1,3,4-噻二唑 、 2-Fluoro-5-morpholin-4-ylsulfonylbenzoyl chloride 以 乙腈 为溶剂， 反应 0.25h， 以80%的产率得到2-fluoro-5-(morpholine-4-sulfonyl)-N-(1,3,4-thiadiazol-2-yl)benzamide
  参考文献：
  名称：

  2-Halobenzoyl chlorides in the synthesis of [1,3,4]thiadiazolo[3,2-a]quinazolin-5-one derivatives

  摘要：

  New nitro and sulfonamide derivatives of [1,3,4]thiadiazolo[3,2-a]quinazolin-5-one have been synthesized by cyclocondensation of 1,3,4-thiadiazol-2-amines with 2-halobenzoyl chlorides containing electronwithdrawing substituents in positions 3, 4, and 5. An improved procedure has been proposed for the preparation of intermediate 2-fluoro-N-(5-methyl-1,3,4-thiadiazol-2-yl)benzamides containing a sulfamoyl group in the 5-position via selective acylation of 5-methyl-1,3,4-thiadiazol-2-amine with 5-chlorosulfonyl-2-fluorobenzoyl chloride, followed by sulfonylation of amines.

  DOI：

  10.1134/s1070428017120156

文献信息

• 2-Halobenzoyl chlorides in the synthesis of [1,3,4]thiadiazolo[3,2-a]quinazolin-5-one derivatives
  作者：R. M. Shlenev、A. V. Tarasov、S. I. Filimonov、P. A. Agat’ev、A. S. Danilova、K. Yu. Suponitskii

  DOI：10.1134/s1070428017120156

  日期：2017.12

  New nitro and sulfonamide derivatives of [1,3,4]thiadiazolo[3,2-a]quinazolin-5-one have been synthesized by cyclocondensation of 1,3,4-thiadiazol-2-amines with 2-halobenzoyl chlorides containing electronwithdrawing substituents in positions 3, 4, and 5. An improved procedure has been proposed for the preparation of intermediate 2-fluoro-N-(5-methyl-1,3,4-thiadiazol-2-yl)benzamides containing a sulfamoyl group in the 5-position via selective acylation of 5-methyl-1,3,4-thiadiazol-2-amine with 5-chlorosulfonyl-2-fluorobenzoyl chloride, followed by sulfonylation of amines.