6-bromo-2-methylthio-4-(1H)-quinolone | 123420-05-3

• 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: 6-bromo-2-methylthio-4-(1H)-quinolone
• 英文别名: 4(1H)-Quinolinone, 6-bromo-2-(methylthio)-；6-bromo-2-methylsulfanyl-1H-quinolin-4-one
• CAS: 123420-05-3
• 化学式: C₁₀H₈BrNOS
• 分子量: 270.15
• InChiKey: HCGPJXQDKLHRDG-UHFFFAOYSA-N

物化性质

• 熔点：
  273-276 °C
• 沸点：
  371.3±42.0 °C(Predicted)
• 密度：
  1.67±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-<4-Bromophenylamino(methylthio)methylene>-2,2-dimethyl-4,6-dioxo-1,3-dioxane 以 二苯醚 为溶剂， 反应 0.33h， 以67%的产率得到6-bromo-2-methylthio-4-(1H)-quinolone
  参考文献：
  名称：

  Synthesis of 7-Substituted 5-Oxo-5H-thiazolo[3,2-a]pyrimidine-6-carboxylic Acids, 2-Substituted 4-Oxo-4H-pyrido [1,2-a]pyrimidine-3-carboxylic Acids, and 2,6-Disubstituted 4-Quinolones from Meldrum's Acid Derivatives

  摘要：

  这些标题化合物是通过与2-氨基噻唑、2-氨基吡啶或胺类进行反应，从Meldrum酸衍生物5-[双(methylthio)methylene]、5-(1-methylthio烯基)和5-(α-methylthiobenzylidene)-2,2-二甲基-4,6-二氧-1,3-二恶烯制备的。

  DOI：

  10.1055/s-1989-27241

文献信息

• Synthesis of 7-Substituted 5-Oxo-5<i>H</i>-thiazolo[3,2-<i>a</i>]pyrimidine-6-carboxylic Acids, 2-Substituted 4-Oxo-4<i>H</i>-pyrido [1,2-<i>a</i>]pyrimidine-3-carboxylic Acids, and 2,6-Disubstituted 4-Quinolones from Meldrum's Acid Derivatives
  作者：Fang-Chen Ye、Bang-Chi Chen、Xian Huang

  DOI：10.1055/s-1989-27241

  日期：——

  The title compounds are prepared from the Meldrum acid derivatives 5-[bis(methylthio)methylene]-, 5-(1-methylthioalkylidene)- and 5-(α-methylthiobenzylidene)-2,2-dimethyl-4,6-dioxo-1,3-dioxanes by reaction with 2-aminothiazole, 2-aminopyridine, or anilines, respectively.

  这些标题化合物是通过与2-氨基噻唑、2-氨基吡啶或胺类进行反应，从Meldrum酸衍生物5-[双(methylthio)methylene]、5-(1-methylthio烯基)和5-(α-methylthiobenzylidene)-2,2-二甲基-4,6-二氧-1,3-二恶烯制备的。
• Preparation of Resin-Bound Bismethylene Cyclic Malonic Acid Ester and Facile Solid-Phase Synthesis of 2-Alkylthio-4(1<i>H</i>)-quinolone and 2-Alkyl-4(1<i>H</i>)-quinolone
  作者：Jing Tang、Xian Huang

  DOI：10.1081/scc-120026320

  日期：2003.12

  The resin-bound bismethylthiomethylene cyclic malonic acid ester 3 was built up efficiently. Resin 3 can react with arylamines and subsequent thermal cyclizations give 2-alkylthio-4-(1H)-quinolones. Furthermore, conjugate addition of Grignard reagents to the resin 3 forms the resin 6 which was reacted with arylamines and subsequent thermal-cyclization-cleavages afford the 2-alkyl-4-(1H)-quinolones.
• YE, FANG-CHEN;CHEN, BANG-CHI;HUANG, XIAN, SYNTHESIS (BRD),(1989) N, C. 317-320
  作者：YE, FANG-CHEN、CHEN, BANG-CHI、HUANG, XIAN

  DOI：——

  日期：——
• Tang, Jing; Huang, Xian, Journal of Chemical Research - Part S, 2003, # 3, p. 140 - 141
  作者：Tang, Jing、Huang, Xian

  DOI：——

  日期：——