2-(iodomethyl)-2,3-dihydrothiazolo[3,2-a]pyrimidin-5-one | 1059604-33-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(iodomethyl)-2,3-dihydrothiazolo[3,2-a]pyrimidin-5-one
• 英文别名: 2-iodomethyl-2,3-dihydrothiazolo[3,2-a]pyrimidin-5-one；2-(Iodomethyl)-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-5-one
• CAS: 1059604-33-9
• 化学式: C₇H₇IN₂OS
• 分子量: 294.116
• InChiKey: MBWZESRKBGGEQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 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-(iodomethyl)-2,3-dihydrothiazolo[3,2-a]pyrimidin-5-one 在 溴 作用下， 反应 1.0h， 以91%的产率得到6-bromo-2-(bromomethyl)-2,3-dihydrothiazolo[3,2-a]pyrimidin-5-one
  参考文献：
  名称：

  Regioselective Bromination of 2-Iodomethyl-2,3-Dihydrothiazolo[3,2-a]pyrimidin-5-one

  摘要：

  The bromination reactions of 2-iodomethyl-2,3-dihydrothiazolo[3,2-a]pyrimidin-5-one were carried out using bromine and NBS as the brominating agent. Depending on the brominating agent used and a solvent two bromo derivatives were obtained: the product of electrophilic substitution in the pyrimidine ring and the product containing two bromine atoms which was formed as a result of two parallel reactions an electrophilic substitution on the pyrimidin ring and a nucleophilic substitution of iodine. The position of bromine atoms in the obtained compounds was confumed using H-1 NMR spectrum.

  DOI：

  10.3987/com-16-13592
• 作为产物：
  描述：

  N³-allyl-2-thiouracil 在 一氯化碘 作用下， 以 甲醇 为溶剂， 以47%的产率得到2-(iodomethyl)-2,3-dihydrothiazolo[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