N-tert-butyl-3,4-dihydro-2H-pyrimido[1,2-c][1,3]benzothiazin-6-imine | 1202519-06-9

• 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: N-tert-butyl-3,4-dihydro-2H-pyrimido[1,2-c][1,3]benzothiazin-6-imine
• CAS: 1202519-06-9
• 化学式: C₁₅H₁₉N₃S
• 分子量: 273.402
• InChiKey: HBCXNFXNUDXJPN-UHFFFAOYSA-N

物化性质

• 沸点：
  413.6±28.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  53.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-tert-butyl-3,4-dihydro-2H-pyrimido[1,2-c][1,3]benzothiazin-6-imine 在 三氟乙酸 、 三乙胺 作用下， 以 氯仿 为溶剂， 反应 1.0h， 以85%的产率得到PD 404182
  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
• 作为产物：
  描述：

  叔丁基异硫氰酸酯 、 2-(2-fluorophenyl)-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 2.0h， 以62%的产率得到N-tert-butyl-3,4-dihydro-2H-pyrimido[1,2-c][1,3]benzothiazin-6-imine
  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.