5-methoxy-2-furoyl chloride | 51639-92-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: 5-methoxy-2-furoyl chloride
• 英文别名: 5-methoxyfuran-2-carbonyl chloride
• CAS: 51639-92-0
• 化学式: C₆H₅ClO₃
• 分子量: 160.557
• InChiKey: VHOMKKBBAUVLPK-UHFFFAOYSA-N

物化性质

• 熔点：
  75-78 °C
• 沸点：
  108-110 °C(Press: 18 Torr)
• 密度：
  1.309±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-methoxy-2-furoyl chloride 在 三乙胺 作用下， 以 二氯甲烷 、 水 、 二甲基亚砜 为溶剂， 生成
  参考文献：
  名称：

  4-硝基苯基 5-取代呋喃-2-羧酸盐与 R2NH/R2NH2+ 在 20 mol% DMSO(aq) 中的反应：芳基对酰基转移反应的影响

  摘要：

  已经研究了 4-硝基苯基 2-糠酸酯 ( 1a–e ) 与 R 2 NH/R 2 NH 2 +在 20 mol% DMSO(aq) 中的反应。反应产生氨解产物并表现出二级动力学。Brönsted 图呈线性，β nuc值为 0.75-0.89，所有 5-呋喃基取代基几乎保持相同。速率数据在 Yukawa-Tsuno 图上显示出极好的相关性 ，分别为ρ( x ) = 0.72–1.1 和r = 0.55–0.95 。ρ 值增加，r值随着亲核试剂的增强而降低，表明 CO 键处的电子密度增加，共振贡献减少。结果已被解释为添加-消除机制，其中第二步是 rds。通过与 ArC(O)OC 6 H 4 -4-NO 2 (Ar = Ph, thienyl)的数据进行比较，评估了芳基对酰基转移反应的影响。

  DOI：

  10.1002/bkcs.12296
• 作为产物：
  描述：

  5-甲氧基呋喃-2-羧酸甲酯 在 sodium hydroxide 、 氯化亚砜 作用下， 生成 5-methoxy-2-furoyl chloride
  参考文献：
  名称：

  Simple Furan Ethers. II: 2-Alkoxy- and 2-Aryloxy-furans

  摘要：

  DOI：

  10.1021/jo01111a008

文献信息

• Herbicidal compositions containing furancarboxamides
  申请人：Velsicol Chemical Corporation

  公开号：US03982922A1

  公开（公告）日：1976-09-28

  A compound of the formula: ##SPC1## WHEREIN N IS AN INTEGER OF FROM 1 TO 3; X is selected from the group consisting of halogen, an aliphatic radical, nitro, hydroxy, alkoxy, acyl, acyloxy and cyano; Y is selected from the group consisting of hydrogen, alkyl, acyl, alkoxycarbonyl, alkylthiocarbonyl, alkoxycarbonylalkylene, and a carbamoyl radical; Z is selected from the group consisting of halogen, alkyl, alkoxy and nitro; and p is an integer of from 0 to 3.

  一个化合物的化学式：##SPC1## 其中N是从1到3的整数；X从卤素、脂肪基、硝基、羟基、烷氧基、酰基、酰氧基和氰基中选择；Y从氢、烷基、酰基、烷氧羰基、烷硫酰基、烷氧羰基烷基和氨基基团中选择；Z从卤素、烷基、烷氧基和硝基中选择；p是从0到3的整数。
• Photoresist composition
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP0945764A2

  公开（公告）日：1999-09-29

  A photoresist composition which is particularly useful as a chemical amplification type photoresist is provided, wherein the photoresist composition contains a resin having a structural unit represented by the following formula (I) : wherein R1, R2 and R3 each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; R4 represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms or an alkoxy group having 1 to 4 carbon atoms and R5 represents a hydrogen atom, alkyl group or aryl group, or R4 and R5 join together to form a ring, which may be heterocyclic; and R6 represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms or a hydroxyl group.

  本发明提供了一种特别适用于化学放大型光刻胶的光刻胶组合物，其中该光刻胶组合物含有一种具有下式(I)所代表的结构单元的树脂： 其中 R1、R2 和 R3 各自独立地代表氢原子或具有 1 至 4 个碳原子的烷基；R4 代表氢原子、具有 1 至 4 个碳原子的烷基或具有 1 至 4 个碳原子的烷氧基，R5 代表氢原子、烷基或芳基，或 R4 和 R5 连接在一起形成环，该环可以是杂环；R6 代表氢原子、具有 1 至 4 个碳原子的烷基、具有 1 至 4 个碳原子的烷氧基或羟基。
• Synthesis and α1-adrenoceptor antagonist activity of derivatives and isosters of the furan portion of (+)-cyclazosin
  作者：Gianni Sagratini、Piero Angeli、Michela Buccioni、Ugo Gulini、Gabriella Marucci、Carlo Melchiorre、Amedeo Leonardi、Elena Poggesi、Dario Giardinà

  DOI：10.1016/j.bmc.2007.01.028

  日期：2007.3

  alpha(1)-Adrenoceptor selective antagonists are crucial in investigating the role and biological functions of alpha(1)-adrenoceptor subtypes. We synthesized and studied the alpha(1)-adrenoceptor blocking properties of new molecules structurally related to the alpha(1B)-adrenoceptor selective antagonist (+)-cyclazosin, in an attempt to improve its receptor selectivity. In particular, we investigated the importance of substituents introduced at position 5 of the 2-furan moiety of (+)-cyclazosin and its replacement with classical isosteric rings. The 5-methylfuryl derivative (+)-3, [(+)-metcyclazosin], improved the pharmacological properties of the progenitor, displaying a competitive antagonism and an 11 fold increased selectivity for alpha(1B) over alpha(1A), while maintaining a similar selectivity for the alpha(1B)-adrenoceptor relative to the alpha(1D)-adrenoceptor. Compound (+)-3 may represent a useful tool for alpha(1B)-adrenoceptor characterization in functional studies. (c) 2007 Elsevier Ltd. All rights reserved.
• Synthesis and SAR of piperazine amides as novel c-jun N-terminal kinase (JNK) inhibitors
  作者：Youseung Shin、Weiming Chen、Jeff Habel、Derek Duckett、Yuan Yuan Ling、Marcel Koenig、Yuanjun He、Tomas Vojkovsky、Philip LoGrasso、Theodore M. Kamenecka

  DOI：10.1016/j.bmcl.2009.03.086

  日期：2009.6

  A novel series of c-jun N-terminal kinase (JNK) inhibitors were designed and developed from a high-throughput-screening hit. Through the optimization of the piperazine amide 1, several potent compounds were discovered. The X-ray crystal structure of 4g showed a unique binding mode different from other well known JNK3 inhibitors.
• (+)-Cyclazosin Derivatives as α1-Adrenoceptor Antagonists
  作者：Gianni Sagratini、Michela Buccioni、Ugo Gulini、Gabriella Marucci、Carlo Melchiorre、Amedeo Leonardi、Rodolfo Testa、Dario Giardina

  DOI：10.1007/s00044-004-0024-8

  日期：2004.4

  The prazosin-related compound (+)-cyclazosin [(+)-1] is an (alpha(1)-adrenoceptor antagonist with moderate selectivity for the alpha(1b)-adrenoceptor subtype (selectivity ratio: alpha(1b)/alpha(1a)= 90, alpha(1b)/alpha(1d) = 24). To improve its pharmacological profile, the novel chiral derivatives (+)-2-(+)5, bearing a bromo, a methyl, a methoxy or an acetyl group in position 5 of the 2-furoyl moiety, were synthesized and evaluated for their alpha(1)-adrenoceptor blocking activity. All the compounds displayed, like (+)-1, high and preferential affinity for the alpha(1b)-adrenoceptor in binding and 4 functional assays. Interestingly, in functional assays, compounds (+)-3 and (+)-4 showed, in comparison with (+)-1, an increase in the alpha(1B)/alpha(1A) selectivity (407 and 724 vs. 44), whereas compound (+)-5 exhibited an improved alpha(1B)/alpha(1D) selectivity (1513 vs. 138).