4(1H)-喹啉酮,3-氯-6-甲基-2-苯基- | 117039-84-6

• 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
• 中文名称: 4(1H)-喹啉酮,3-氯-6-甲基-2-苯基-
• 英文名称: 3-chloro-6-methyl-2-phenyl-4(1H)-quinolinone
• 英文别名: 3-chloro-6-methyl-2-phenylquinolin-4(1H)-one；3-Chloro-6-methyl-2-phenyl-1H-quinolin-4-one
• CAS: 117039-84-6
• 化学式: C₁₆H₁₂ClNO
• 分子量: 269.73
• InChiKey: DNSJZIKJLVCRQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4(1H)-喹啉酮,3-氯-6-甲基-2-苯基- 在 sodium hydroxide 、 sode de l'acide trichloroisocyanurique 作用下， 以 甲醇 为溶剂， 生成 3-benzoyl-5-methyl-2,1-benzisoxazole
  参考文献：
  名称：

  Production of 3- benzoyl-2,1-benzisoxazoles,2-phenyl-4H-3,1-benzoxazin-4-ones, and novel quinolinone derivatives from 2-phenylquinolin-4(1H)-ones and sodium dichloroisocyanurate

  摘要：

  A simple synthesis of certain 3-benzoyl-2,1 -benzisoxazoles 6 is accomplished via treatment of the corresponding 2-phenylquinolin-4(1H)-one 1 with sodium dichloroisocyanurate 2 in methanolic aq. alkali; the isomeric 2-phenyl-4H-3,1-benzoxazin-4-one 7 is also a product. Under different conditions the same reactants furnish two new types of quinolinone derivative, viz. 3,3-dichloro-2-phenylquinolin-4(3H)-one 4 and 2-alkoxy-3,3-dichloro-2,3-dihydro-2-phenylquinolin-4(1H)-one 5, as chief products; the former is an intermediate in the synthesis of products 6 and 7. Some of the chemical properties of the dichloro compounds 4 and 5 are described. Mechanistic pathways and proposals to explain the results and observations are presented.

  DOI：

  10.1039/p19930000511
• 作为产物：
  描述：

  2-苯基-6-甲基-1,4-二氢-4-氧喹啉 在 盐酸 、 sodium hydroxide 、 硫酸 、 sode de l'acide trichloroisocyanurique 作用下， 以 丙酮 为溶剂， 反应 31.17h， 生成 4(1H)-喹啉酮,3-氯-6-甲基-2-苯基-
  参考文献：
  名称：

  Production of 3- benzoyl-2,1-benzisoxazoles,2-phenyl-4H-3,1-benzoxazin-4-ones, and novel quinolinone derivatives from 2-phenylquinolin-4(1H)-ones and sodium dichloroisocyanurate

  摘要：

  A simple synthesis of certain 3-benzoyl-2,1 -benzisoxazoles 6 is accomplished via treatment of the corresponding 2-phenylquinolin-4(1H)-one 1 with sodium dichloroisocyanurate 2 in methanolic aq. alkali; the isomeric 2-phenyl-4H-3,1-benzoxazin-4-one 7 is also a product. Under different conditions the same reactants furnish two new types of quinolinone derivative, viz. 3,3-dichloro-2-phenylquinolin-4(3H)-one 4 and 2-alkoxy-3,3-dichloro-2,3-dihydro-2-phenylquinolin-4(1H)-one 5, as chief products; the former is an intermediate in the synthesis of products 6 and 7. Some of the chemical properties of the dichloro compounds 4 and 5 are described. Mechanistic pathways and proposals to explain the results and observations are presented.

  DOI：

  10.1039/p19930000511

文献信息

• Azepino[1,2-a]indole synthesis from a 1,2,3,4-tetrahydro-9(10H)-acridinone and sodium dichloroisocyanurate or singlet oxygen
  作者：Benjamin Staskun

  DOI：10.1021/jo00257a015

  日期：1988.10
• Staskun Baniamin, van Es Theodorus, J. Chem. Soc. Perkin Trans. 1, (1993) N 4, S 511- 516
  作者：Staskun Baniamin, van Es Theodorus

  DOI：——

  日期：——
• STASKUN, BENJAMIN, J. ORG. CHEM., 53,(1988) N 22, C. 5287-5291
  作者：STASKUN, BENJAMIN

  DOI：——

  日期：——
• Production of 3- benzoyl-2,1-benzisoxazoles,2-phenyl-4H-3,1-benzoxazin-4-ones, and novel quinolinone derivatives from 2-phenylquinolin-4(1H)-ones and sodium dichloroisocyanurate
  作者：Benjamin Staskun、Theodorus van Es

  DOI：10.1039/p19930000511

  日期：——

  A simple synthesis of certain 3-benzoyl-2,1 -benzisoxazoles 6 is accomplished via treatment of the corresponding 2-phenylquinolin-4(1H)-one 1 with sodium dichloroisocyanurate 2 in methanolic aq. alkali; the isomeric 2-phenyl-4H-3,1-benzoxazin-4-one 7 is also a product. Under different conditions the same reactants furnish two new types of quinolinone derivative, viz. 3,3-dichloro-2-phenylquinolin-4(3H)-one 4 and 2-alkoxy-3,3-dichloro-2,3-dihydro-2-phenylquinolin-4(1H)-one 5, as chief products; the former is an intermediate in the synthesis of products 6 and 7. Some of the chemical properties of the dichloro compounds 4 and 5 are described. Mechanistic pathways and proposals to explain the results and observations are presented.