5-fluorobarbituric acid | 767-80-6

• 物质功能分类: 医药中间体 - 嘧啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-fluorobarbituric acid
• 英文别名: 5-Fluor-barbitursaeure；5-fluoropyrimidine-2,4,6(1H,3H,5H)-trione；5-fluoro-1,3-diazinane-2,4,6-trione
• CAS: 767-80-6
• 化学式: C₄H₃FN₂O₃
• 分子量: 146.078
• InChiKey: HSLXWCNTARBVLS-UHFFFAOYSA-N

物化性质

• 熔点：
  260℃ (dec.) (acetic acid )
• 密度：
  1.63±0.1 g/cm3 (20 ºC 760 Torr)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  75.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-fluorobarbituric acid 在 三氯氧磷 作用下， 以 N,N-二甲基苯胺 为溶剂， 反应 8.0h， 以55%的产率得到2,4,6-三氯-5-氟嘧啶
  参考文献：
  名称：

  유기 광전자 소자용 화합물, 유기 광전자 소자용 조성물, 유기 광전자 소자 및 표시 장치

  摘要：

  这是关于用化学式1表示的有机光电子器件的化合物，包括这种化合物的有机光电子器件用配方，有机光电子器件和显示器件。有关化学式1的详细信息如规范书中所述。

  公开号：

  KR20200086131A
• 作为产物：
  描述：

  巴比妥酸 在 C₁₉XeF₆ 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以68%的产率得到5-fluorobarbituric acid
  参考文献：
  名称：

  Selective fluorination by C19XeF6

  摘要：

  DOI：

  10.1016/s0040-4039(00)71188-9

文献信息

• Fluorine gas for life science syntheses: green metrics to assess selective direct fluorination for the synthesis of 2-fluoromalonate esters
  作者：Antal Harsanyi、Graham Sandford

  DOI：10.1039/c5gc00402k

  日期：——

  Green metric assessment of the one step synthesis of 2-fluoromalonate esters using fluorine gas compares favourably with established multistep processes.

  使用氟气一步合成2-氟丙二酸酯的绿色度量评估与已建立的多步方法相比具有优势。
• Direct fluorination of 1,3-dicarbonyl compounds
  作者：Richard D. Chambers、Martin P. Greenhall、John Hutchinson

  DOI：10.1039/c39950000021

  日期：——

  1,3-Dicarbonyls, such as 1,3-diketones and 1,3-ketoesters, react directly with elemental fluorine at room temperature to give the corresponding 2-fluoro- and, in some cases, 2,2-difluoro-compounds in high yield.

  1,3-二酮类化合物，如1,3-二酮和1,3-酮酯，能在室温下与元素氟直接反应，生成对应的2-氟化合物，在某些情况下，还能生成2,2-二氟化合物，反应产率很高。
• A NOVEL ROUTE TO 5-FLUOROURACILS FROM CHLOROTRIFLUOROETHENE
  作者：Takamasa Fuchikami、Akiko Yamanouchi、Yasuyuki Suzuki

  DOI：10.1246/cl.1984.1573

  日期：1984.9.5

  Diethyl fluoromalonate was prepared in one-pot from chlorotrifluoroethene via trifluoroacrylic acid lithium salt in 79% yield. Diethyl fluoromalonate was easily converted to 5-fluoro-6-chlorouracils, reductions of which gave 5-fluorouracils in good yields.

  二乙基氟代苹果酸酯是通过氯三氟乙烯和三氟丙烯酸锂盐一锅法制备的，产率为79%。二乙基氟代苹果酸酯易于转化为5-氟-6-氯尿嘧啶，随后还原可获得产率良好的5-氟尿嘧啶。
• Source regions and timescales for the delivery of water to the Earth
  作者：A. Morbidelli、J. Chambers、J. I. Lunine、J. M. Petit、F. Robert、G. B. Valsecchi、K. E. Cyr

  DOI：10.1111/j.1945-5100.2000.tb01518.x

  日期：2000.11

  Abstract—In the primordial solar system, the most plausible sources of the water accreted by the Earth were in the outer asteroid belt, in the giant planet regions, and in the Kuiper Belt. We investigate the implications on the origin of Earth's water of dynamical models of primordial evolution of solar system bodies and check them with respect to chemical constraints. We find that it is plausible that the Earth accreted water all along its formation, from the early phases when the solar nebula was still present to the late stages of gas‐free sweepup of scattered planetesimals. Asteroids and the comets from the Jupiter‐Saturn region were the first water deliverers, when the Earth was less than half its present mass. The bulk of the water presently on Earth was carried by a few planetary embryos, originally formed in the outer asteroid belt and accreted by the Earth at the final stage of its formation. Finally, a late veneer, accounting for at most 10% of the present water mass, occurred due to comets from the Uranus‐Neptune region and from the Kuiper Belt. The net result of accretion from these several reservoirs is that the water on Earth had essentially the D/H ratio typical of the water condensed in the outer asteroid belt. This is in agreement with the observation that the D/H ratio in the oceans is very close to the mean value of the D/H ratio of the water inclusions in carbonaceous chondrites.
• Replacement of pyrazol-3-yl amine hinge binder with thiazol-2-yl amine: Discovery of potent and selective JAK2 inhibitors
  作者：Stephanos Ioannidis、Michelle L. Lamb、Lynsie Almeida、Huiping Guan、Bo Peng、Geraldine Bebernitz、Kirsten Bell、Marat Alimzhanov、Michael Zinda

  DOI：10.1016/j.bmcl.2010.01.091

  日期：2010.3

  Thiazol-2-yl amine was identified as an isosteric replacement for pyrazol-3-yl amine during our efforts to identify potent and selective JAK2 inhibitors. The rationale, synthesis and biological evaluation of several analogs is reported, along with the in vivo evaluation of the lead compounds. (C) 2010 Elsevier Ltd. All rights reserved.