2,7-dimethyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one | 931358-70-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2,7-dimethyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one
• 英文别名: 2,7-dimethyl-5H-thiazolo[3,2-a]pyrimidin-5-one；2,7-dimethyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one
• CAS: 931358-70-2
• 化学式: C₈H₈N₂OS
• 分子量: 180.23
• InChiKey: CWWWTSHTBXXNEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  58
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,7-dimethyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one 在 硫酸 、 硝酸 作用下， 反应 1.0h， 以72%的产率得到2,7-dimethyl-6-nitro-5H-[1,3]thiazolo[3,2-a]-pyrimidin-5-one
  参考文献：
  名称：

  5 H-[1,3]噻唑并[3,2-a]嘧啶-5-酮衍生物的合成

  摘要：

  2-氨基噻唑与乙酰乙酸乙酯在乙酸或多磷酸中的反应生成一系列5 H- [1,3]噻唑并[3,2 - a ]嘧啶-5-酮衍生物，将其用硝酸和硫酸的混合物进行硝化酸生成6-硝基-5 H- [1,3]噻唑并[3,2 - a ]嘧啶-5-酮，然后将后者还原为相应的胺。

  DOI：

  10.1134/s1070428013040143
• 作为产物：
  描述：

  2-iodomethyl-7-methyl-2,3-dihydrothiazolo[3,2-a]pyrimidin-5-one 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 2,7-dimethyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one
  参考文献：
  名称：

  Synthesis of New Thiazolo[3,2-a]pyrimidin-5-one Derivatives in Reaction of 3-Allyl-2-thiouracils Cyclization

  摘要：

  The series of thiazolo[3,2-a]pyrimidin-5-one derivatives in cyclization reaction of 3-allyl-2-thiouracil derivatives with iodine monochloride, and then hydrogen iodide elimination from intermediate reaction product has been obtained. On the basis of the studies of reaction kinetics, the elimination reaction mechanism has been proposed. Moreover, the influence of substituent on the reaction elimination rate has been investigated.

  DOI：

  10.3987/com-08-11365

文献信息

• A facile synthesis of the novel thiazolo[3,2-a]pyrimidine derivatives
  作者：Renata Studzińska、Marcin Wróblewski、Aleksandra Karczmarska-Wódzka、Renata Kołodziejska

  DOI：10.1016/j.tetlet.2014.01.033

  日期：2014.2

  2-iodomethyl-2,3-dihydrothiazolo[3,2-a]pyrimidin-5-ones are prepared via the reaction of 3-allyl-2-thiouracil derivatives with bromine or iodine chloride, respectively. The 6-bromo and 6-nitro derivatives are synthesized by an electrophilic substitution at C-6 of the thiazolopyrimidine system. As a result, novel 2,3-dihydrothiazolo[3,2-a]pyrimidin-5-one derivatives are obtained. Hydrogen halide elimination

  通过3-烯丙基-2-硫尿嘧啶衍生物分别与溴或氯化碘反应，制得2-溴甲基-和2-碘甲基-2,3-二氢噻唑并[3,2- a ]嘧啶-5-酮。通过噻唑并嘧啶系统的C-6处的亲电取代合成6-溴和6-硝基衍生物。结果，获得了新的2，3-二氢噻唑并[3，2 - a ]嘧啶-5-酮衍生物。还报道了从2-卤甲基-2，3-二氢噻唑并[3，2 - a ]嘧啶-5-酮中消除卤化氢。
• Synthesis of 5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one derivatives
  作者：E. A. Veretennikov、A. V. Pavlov

  DOI：10.1134/s1070428013040143

  日期：2013.4

  The reaction of 2-aminothiazoles with ethyl acetoacetate in acetic or polyphosphoric acid gave a series of 5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one derivatives which were nitrated with a mixture of nitric and sulfuric acid to 6-nitro-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-ones, and the latter were reduced to the corresponding amines.

  2-氨基噻唑与乙酰乙酸乙酯在乙酸或多磷酸中的反应生成一系列5 H- [1,3]噻唑并[3,2 - a ]嘧啶-5-酮衍生物，将其用硝酸和硫酸的混合物进行硝化酸生成6-硝基-5 H- [1,3]噻唑并[3,2 - a ]嘧啶-5-酮，然后将后者还原为相应的胺。
• Synthesis of New Thiazolo[3,2-a]pyrimidin-5-one Derivatives in Reaction of 3-Allyl-2-thiouracils Cyclization
  作者：Renata Studzinska、Marcin Wr傭lewski、Marcin Draminski

  DOI：10.3987/com-08-11365

  日期：——

  The series of thiazolo[3,2-a]pyrimidin-5-one derivatives in cyclization reaction of 3-allyl-2-thiouracil derivatives with iodine monochloride, and then hydrogen iodide elimination from intermediate reaction product has been obtained. On the basis of the studies of reaction kinetics, the elimination reaction mechanism has been proposed. Moreover, the influence of substituent on the reaction elimination rate has been investigated.