3-(3-chloro-benzyl)-2-thioxo-2,3-dihydro-1H-quinazolin-4-one | 35976-97-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-(3-chloro-benzyl)-2-thioxo-2,3-dihydro-1H-quinazolin-4-one
• 英文别名: 3-(3-chlorobenzyl)-2-thioxo-2,3-dihydroquinazolin-4(1H)-one；3-[(3-chlorophenyl)methyl]-2-sulfanylidene-1H-quinazolin-4-one
• CAS: 35976-97-7
• 化学式: C₁₅H₁₁ClN₂OS
• 分子量: 302.784
• InChiKey: GBXMOWRVBZXONA-UHFFFAOYSA-N

物化性质

• 沸点：
  467.5±47.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  64.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  烯丙基缩水甘油醚 、 3-(3-chloro-benzyl)-2-thioxo-2,3-dihydro-1H-quinazolin-4-one 在 P-BEMP 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 2-(3-Allyloxy-2-hydroxy-propylsulfanyl)-3-(3-chloro-benzyl)-3H-quinazolin-4-one
  参考文献：
  名称：

  A convenient ‘catch and release’ synthesis of fused 2-alkylthio-pyrimidinones mediated by polymer-bound BEMP

  摘要：

  A robust 'catch and release' synthesis of fused 2-alkylthio-3-substituted-pyrimidinones mediated by the polymer-bound base P-BEMP is described. This reengineered synthesis combines the efficiency of the classical synthesis (three steps, three diversity points) with the practical benefits of resin-bound reagents. The solution-phase strategy, reagent compatibility, and the results of a representative 48-member combinatorial library are described and presented herein. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01188-2
• 作为产物：
  描述：

  异硫氰酸3-氯苄酯 、 邻氨基苯甲酸甲酯 以 二甲基亚砜 为溶剂， 反应 72.0h， 生成 3-(3-chloro-benzyl)-2-thioxo-2,3-dihydro-1H-quinazolin-4-one
  参考文献：
  名称：

  A convenient ‘catch and release’ synthesis of fused 2-alkylthio-pyrimidinones mediated by polymer-bound BEMP

  摘要：

  A robust 'catch and release' synthesis of fused 2-alkylthio-3-substituted-pyrimidinones mediated by the polymer-bound base P-BEMP is described. This reengineered synthesis combines the efficiency of the classical synthesis (three steps, three diversity points) with the practical benefits of resin-bound reagents. The solution-phase strategy, reagent compatibility, and the results of a representative 48-member combinatorial library are described and presented herein. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01188-2

文献信息

• One-pot, Simple, and Convenient Synthesis of 2-Thioxo-2,3-dihydroquinazolin-4(1H)-ones
  作者：Vinod K. Tiwari、Desh D. Singh、Hakkim A. Hussain、Bhuwan B. Mishra、Archana Singh

  DOI：10.1007/s00706-007-0747-6

  日期：2008.1

  A simple and convenient method for the synthesis of diverse 2-thioxo-2,3-dihydroquinazolin-4(1 H )-ones was developed as one-pot reaction of anthranilic acid esters, primary amines, and bis(benzotriazolyl)methanethione in presence of the amidine base DBU .

  作为一种邻氨基苯甲酸酯，伯胺和双（苯并三唑基）甲烷硫酮的一锅反应，开发了一种简单方便的合成各种2-thioxo-2,3-dihydroquinazolin-4（1 H ）-ones的方法。的base基 DBU 。
• A convenient ‘catch and release’ synthesis of fused 2-alkylthio-pyrimidinones mediated by polymer-bound BEMP
  作者：Gregory L Adams、Todd L Graybill、Robert M Sanchez、Victoria W Magaard、George Burton、Ralph A Rivero

  DOI：10.1016/s0040-4039(03)01188-2

  日期：2003.6

  A robust 'catch and release' synthesis of fused 2-alkylthio-3-substituted-pyrimidinones mediated by the polymer-bound base P-BEMP is described. This reengineered synthesis combines the efficiency of the classical synthesis (three steps, three diversity points) with the practical benefits of resin-bound reagents. The solution-phase strategy, reagent compatibility, and the results of a representative 48-member combinatorial library are described and presented herein. (C) 2003 Elsevier Science Ltd. All rights reserved.