2-(Methylsulfonyl)-5,6,7,8-tetrahydroquinoline-3-carbonitrile | 154384-08-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(Methylsulfonyl)-5,6,7,8-tetrahydroquinoline-3-carbonitrile
• 英文别名: 2-methylsulfonyl-5,6,7,8-tetrahydroquinoline-3-carbonitrile
• CAS: 154384-08-4
• 化学式: C₁₁H₁₂N₂O₂S
• 分子量: 236.294
• InChiKey: KUOFRRPLEGSJPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  79.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  碳酸胍 、 2-(Methylsulfonyl)-5,6,7,8-tetrahydroquinoline-3-carbonitrile 以 二苯醚 为溶剂， 反应 3.0h， 以50%的产率得到6,7,8,9-Tetrahydropyrimido[4,5-b]quinoline-2,4-diamine
  参考文献：
  名称：

  A convenient synthesis of 5-deaza nonclassical antifolates: Reaction of cyanothioacetamide with sodium salts of 2-(hydroxymethylene)-1-cycloalkanones

  摘要：

  Condensation of cyanothioacetamide with sodium salts of 2-(Hydroxymethylene)-1-cycloalkanones afforded the corresponding pyridine-2(1H)-thiones 4. Compounds 4 served as a key intermediates for the synthesis of condensed 2,4-diaminopyrido[2,3-d]pyridines 7. Compounds 7 were of interest as potential inhibitors of dihydrofolate reductase.

  DOI：

  10.1016/s0040-4020(01)80745-6
• 作为产物：
  描述：

  2-thioxo-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile 在 sodium hydroxide 、 间氯过氧苯甲酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 29.0h， 生成 2-(Methylsulfonyl)-5,6,7,8-tetrahydroquinoline-3-carbonitrile
  参考文献：
  名称：

  A convenient synthesis of 5-deaza nonclassical antifolates: Reaction of cyanothioacetamide with sodium salts of 2-(hydroxymethylene)-1-cycloalkanones

  摘要：

  Condensation of cyanothioacetamide with sodium salts of 2-(Hydroxymethylene)-1-cycloalkanones afforded the corresponding pyridine-2(1H)-thiones 4. Compounds 4 served as a key intermediates for the synthesis of condensed 2,4-diaminopyrido[2,3-d]pyridines 7. Compounds 7 were of interest as potential inhibitors of dihydrofolate reductase.

  DOI：

  10.1016/s0040-4020(01)80745-6

文献信息

• A convenient synthesis of 5-deaza nonclassical antifolates: Reaction of cyanothioacetamide with sodium salts of 2-(hydroxymethylene)-1-cycloalkanones
  作者：Galal E.H. Elgemeie、Badria A.W. Hussain

  DOI：10.1016/s0040-4020(01)80745-6

  日期：1994.4

  Condensation of cyanothioacetamide with sodium salts of 2-(Hydroxymethylene)-1-cycloalkanones afforded the corresponding pyridine-2(1H)-thiones 4. Compounds 4 served as a key intermediates for the synthesis of condensed 2,4-diaminopyrido[2,3-d]pyridines 7. Compounds 7 were of interest as potential inhibitors of dihydrofolate reductase.