10-methoxy-3,4-dihydro-2H-pyrimido[1,2-c][1,3]benzothiazine-6-thione | 1202518-99-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: 10-methoxy-3,4-dihydro-2H-pyrimido[1,2-c][1,3]benzothiazine-6-thione
• CAS: 1202518-99-7
• 化学式: C₁₂H₁₂N₂OS₂
• 分子量: 264.372
• InChiKey: NRSKDLTYYHEGCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  82.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  二硫化碳 、 2-(2-bromo-5-methoxyphenyl)-1,4,5,6-tetrahydropyrimidine 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 12.0h， 以17%的产率得到10-methoxy-3,4-dihydro-2H-pyrimido[1,2-c][1,3]benzothiazine-6-thione
  参考文献：
  名称：

  Efficient Synthesis of Pyrimido[1,2-c] [1,3]benzothiazin-6-imines and Related Tricyclic Heterocycles by S_NAr-Type C−S, C−N, or C−O Bond Formation with Heterocumulenes

  摘要：

  A simple and practical synthetic method of pyrimido[1,2-c]-[1,3]benzothiazin-6-imines and related tricyclic heterocycles has been developed. Treatment of 2-(2-haloaryl)-tetrahydropyrimidines with NaH and a heterocumulene such as carbon disulfide, isothiocyanates, and isocyanates in DMF provides the desired cyclization products through a regioselective SNAr-type reaction. This method provides direct access to PD 404182 and related compounds.

  DOI：

  10.1021/jo902327n

文献信息

• Efficient Synthesis of Pyrimido[1,2-<i>c</i>] [1,3]benzothiazin-6-imines and Related Tricyclic Heterocycles by S_NAr-Type C−S, C−N, or C−O Bond Formation with Heterocumulenes
  作者：Tsukasa Mizuhara、Shinya Oishi、Nobutaka Fujii、Hiroaki Ohno

  DOI：10.1021/jo902327n

  日期：2010.1.1

  A simple and practical synthetic method of pyrimido[1,2-c]-[1,3]benzothiazin-6-imines and related tricyclic heterocycles has been developed. Treatment of 2-(2-haloaryl)-tetrahydropyrimidines with NaH and a heterocumulene such as carbon disulfide, isothiocyanates, and isocyanates in DMF provides the desired cyclization products through a regioselective SNAr-type reaction. This method provides direct access to PD 404182 and related compounds.