3-(2,4-dimethylphenyl)-1,2,4-oxadiazol-5(4H)-one | 136470-41-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(2,4-dimethylphenyl)-1,2,4-oxadiazol-5(4H)-one
• 英文别名: 3-(2,4-dimethyl-phenyl)-4H-[1,2,4]oxadiazol-5-one；3-(2,4-Dimethyl-phenyl)-4H-[1,2,4]oxadiazol-5-on；3-(2,4-Dimethylphenyl)1,2,4-oxadiazolin-5-one；3-(2,4-dimethylphenyl)-4H-1,2,4-oxadiazol-5-one
• CAS: 136470-41-2
• 化学式: C₁₀H₁₀N₂O₂
• 分子量: 190.202
• InChiKey: OALNHLIRTHIXPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  50.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,4-二甲基苯乙烯 在 亚硝酸特丁酯 、 水 作用下， 以 二甲基亚砜 为溶剂， 反应 6.0h， 以62%的产率得到3-(2,4-dimethylphenyl)-1,2,4-oxadiazol-5(4H)-one
  参考文献：
  名称：

  亚硝酸叔丁酯介导的由末端芳基烯烃合成1,2,4-恶二唑-5（4 H）-的合成

  摘要：

  已使用末端芳基烯烃通过双自由基反应中间体完成了亚硝酸叔丁酯（TBN）介导的3-芳基-1,2,4-恶二唑-5（4 H）-的合成。苯乙烯的三个连续的sp 2 C–H键官能化通过形成新的C═N，C═O，C–O和两个生成3-苯基-1,2,4-恶二唑-5（4 H）-一。 C–N键。N个原子都来自TBN，而羰基氧则来自水（水分），其他氧则来自TBN的N = O部分。

  DOI：

  10.1021/acs.orglett.9b01430

文献信息

• Heterocyclic derivatives process for their preparation and their
  申请人：Sanofi

  公开号：US05891894A1

  公开（公告）日：1999-04-06

  The invention relates to compounds of formula: ##STR1## in which: A is selected from 0 or S; B is selected from C or N; Z.sub.1 is selected from C.sub.1 -C.sub.4 alkylene or phenylene; Z.sub.2 is C.sub.1 -C.sub.4 alkylene; W is NR.sub.1 R.sub.2, in which R.sub.1 is selected from H or C.sub.1 -C.sub.4 alkyl and R.sub.2 is selected from H, C.sub.1 -C.sub.4 alkyl, CONQ.sub.1 Q.sub.2 or CSNQ.sub.1 Q.sub.2 in which Q.sub.1 and Q.sub.2 are independently selected from H or C.sub.1 -C.sub.4 alkyl, SO.sub.2 Q.sub.3 or COQ.sub.3 in which Q.sub.3 is C.sub.1 -C.sub.4 alkyl, COOQ.sub.4 in which Q.sub.4 is selected from C.sub.1 -C.sub.4 alkyl or benzyl, or R.sub.1 and R.sub.2 taken together with N form a saturated heterocycle, or W is selected from C.sub.1 -C.sub.4 alkoxy or thioalkoxy, CONQ.sub.1 Q.sub.2 or CSNQ.sub.1 Q.sub.2, pyridyl, imidazolyl or COOQ.sub.5 in which Q.sub.5 is C.sub.1 -C.sub.5 alkyl; R.sub.3 is not present when B is N, or is H, C.sub.1 -C.sub.8 alkyl or halogen; Ar.sub.1 is selected from optionally substituted phenyl, thienyl, furyl, indolyl, naphthyl or benzyl or Ar.sub.1 and R.sub.3 taken together form a phenylalkylene group; Ar.sub.2 is selected from pyrimidinyl, quinolyl, isoquinolyl, indolyl, isoindolyl or pyridyl, optionally substituted; as well as their salts.

  本发明涉及以下式的化合物：##STR1## 其中：A选择为0或S；B选择为C或N；Z.sub.1选择为C.sub.1-C.sub.4烷基或苯基；Z.sub.2选择为C.sub.1-C.sub.4烷基；W为NR.sub.1R.sub.2，其中R.sub.1选择为H或C.sub.1-C.sub.4烷基，R.sub.2选择为H、C.sub.1-C.sub.4烷基、CONQ.sub.1Q.sub.2或CSNQ.sub.1Q.sub.2，其中Q.sub.1和Q.sub.2独立选择为H或C.sub.1-C.sub.4烷基、SO.sub.2Q.sub.3或COQ.sub.3，其中Q.sub.3为C.sub.1-C.sub.4烷基、COOQ.sub.4，其中Q.sub.4选择为C.sub.1-C.sub.4烷基或苄基，或R.sub.1和R.sub.2与N一起形成饱和杂环，或W选择为C.sub.1-C.sub.4烷氧基或硫代烷氧基、CONQ.sub.1Q.sub.2或CSNQ.sub.1Q.sub.2、吡啶基、咪唑基或COOQ.sub.5，其中Q.sub.5选择为C.sub.1-C.sub.5烷基；当B为N时，R.sub.3不存在，或为H、C.sub.1-C.sub.8烷基或卤素；Ar.sub.1选择为可选择取代的苯基、噻吩基、呋喃基、吲哚基、萘基或苄基，或Ar.sub.1和R.sub.3一起形成苯基烷基基团；Ar.sub.2选择为嘧啶基、喹啉基、异喹啉基、吲哚基、异吲哚基或吡啶基，可选择取代；以及它们的盐。
• Oppenheimer, Chemische Berichte, 1889, vol. 22, p. 2445
  作者：Oppenheimer

  DOI：——

  日期：——
• US06057318
  申请人：——

  公开号：——

  公开（公告）日：——