6-(benzo[d][1,3]dioxol-5-yl)-8-nitro-3,5,6,7-tetrahydro-2H-thiazolo[3,2-c]pyrimidine | 1575814-56-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 6-(benzo[d][1,3]dioxol-5-yl)-8-nitro-3,5,6,7-tetrahydro-2H-thiazolo[3,2-c]pyrimidine
• 英文别名: 6-(1,3-Benzodioxol-5-yl)-8-nitro-2,3,5,7-tetrahydro-[1,3]thiazolo[3,2-c]pyrimidine；6-(1,3-benzodioxol-5-yl)-8-nitro-2,3,5,7-tetrahydro-[1,3]thiazolo[3,2-c]pyrimidine
• CAS: 1575814-56-0
• 化学式: C₁₃H₁₃N₃O₄S
• 分子量: 307.33
• InChiKey: CRTVNTNQEAUDJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  96.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 3,4-亚甲二氧基苯胺 、 2-(nitromethylene)thiazolidine 以 水 为溶剂， 反应 0.12h， 以72%的产率得到6-(benzo[d][1,3]dioxol-5-yl)-8-nitro-3,5,6,7-tetrahydro-2H-thiazolo[3,2-c]pyrimidine
  参考文献：
  名称：

  A rapid and efficient protocol for the synthesis of novel nitrothiazolo[3,2-c]pyrimidines via microwave-mediated Mannich cyclisation

  摘要：

  Several 6-substituted-8-nitrothiazolo[3,2-c]pyrimidine derivatives have been obtained very efficiently by a multicomponent cyclisation of 2-(nitromethylene)thiazolidine, formaldehyde and various aliphatic or aromatic amines in water, using both microwave irradiation and conventional heating. Reaction yields were considerably higher and the reaction times very much reduced using microwave heating when compared to conventional heating, resulting in the definition of a rapid and efficient synthetic protocol. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.02.003

文献信息

• A rapid and efficient protocol for the synthesis of novel nitrothiazolo[3,2-c]pyrimidines via microwave-mediated Mannich cyclisation
  作者：Muhammet Yıldırım、Derya Çelikel、Yaşar Dürüst、David W. Knight、Benson M. Kariuki

  DOI：10.1016/j.tet.2014.02.003

  日期：2014.3

  Several 6-substituted-8-nitrothiazolo[3,2-c]pyrimidine derivatives have been obtained very efficiently by a multicomponent cyclisation of 2-(nitromethylene)thiazolidine, formaldehyde and various aliphatic or aromatic amines in water, using both microwave irradiation and conventional heating. Reaction yields were considerably higher and the reaction times very much reduced using microwave heating when compared to conventional heating, resulting in the definition of a rapid and efficient synthetic protocol. (C) 2014 Elsevier Ltd. All rights reserved.