3-Methoxy-4-cyano-5-phenylisothiazol | 18174-82-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-Methoxy-4-cyano-5-phenylisothiazol
• 英文别名: 3-methoxy-5-phenylisothiazole-4-carbonitrile；3-methoxy-4-cyano-5-phenyl-isothiazole；3-methoxy-5-phenyl-1,2-thiazole-4-carbonitrile
• CAS: 18174-82-8
• 化学式: C₁₁H₈N₂OS
• 分子量: 216.263
• InChiKey: CPBWIWXFEUMBTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  74.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-Methoxy-4-cyano-5-phenylisothiazol 在 氢溴酸 作用下， 以 溶剂黄146 为溶剂， 生成 3-hydroxy-5-phenylisothiazole-4-carbonitrile
  参考文献：
  名称：

  Certain isothiazolol esters of phosphorus acids

  摘要：

  3-磷酸酯基异噻唑类化合物的结构式如下：##SPC1## 其中R从以下组中选择：1至3个碳原子的烷基，1至3个碳原子的烷氧基和##EQU1## R'和R"分别从以下组中选择：氢和1至3个碳原子的烷基，R.sub.1为1至3个碳原子的烷基，R.sub.2从以下组中选择：氢，1至5个碳原子的烷基，6至10个碳原子的芳基，7至12个碳原子的芳基烷基，氰基，2至4个碳原子的羰基烷氧基和NHR'"，R'"从以下组中选择：氢和6至10个碳原子的芳基，R.sub.3从以下组中选择：氰基，1至4个碳原子的烷硫基，1至4个碳原子的烷基亚硫基，1至4个碳原子的烷基砜基，氨基甲酰基，2至4个碳原子的羰基烷氧基和##EQU2## A和B分别从以下组中选择：氢和1至3个碳原子的烷基，X从以下组中选择：具有优异杀虫性能的氧和硫。

  公开号：

  US03983129A1

文献信息

• The conversion of isothiazoles into pyrazoles using hydrazine
  作者：Heraklidia A. Ioannidou、Panayiotis A. Koutentis

  DOI：10.1016/j.tet.2009.06.041

  日期：2009.8

  The conversion of isothiazoles into pyrazoles on treatment with hydrazine is investigated. The influence of various C-3, C-4 and C-5 isothiazole substituents and some limitations of this ring transformation are examined. When the isothiazole C-3 substituent is a good nucleofuge, 3-aminopyrazoles are obtained. However, when the 3-substituent is not a leaving group it is retained in the pyrazole product. Treatment of 4-bromo-3-chloro-5-phenylisothiazoie 56 or 3-chloro-4,5-diphenylisothiazole 57 with anhydrous hydrazine at ca. 200 degrees C for a few minutes gives the corresponding 3-hydrazinoisothiazoles 61 and 64 respectively in high yields; the stability of these new hydrazines is investigated. 5,5'-Diphenyl-3,3'-biisothiazole-4,4'-dicarbonitrile 78 reacts with hydrazine to give 5,5'-diphenyl-3,3'-bi(1H-pyi-azole)-4,4'-dicarbonitrile 79. Methylhydrazine reacts with 3-chloro-5-phenytisothiazole-4-carbonitrile 1 to give 3-(1-methylhydrazino)-5-phenylisothiazole-4-carbontrile 83 and 3-amino-lmethyl-5-phenylpyrazole-4-carbonitrile 84. All products are fully characterised and rational mechanisms for the isothiazole into pyrazole transformation are proposed. (C) 2009 Elsevier Ltd. All rights reserved.
• US3983129A
  申请人：——

  公开号：US3983129A

  公开（公告）日：1976-09-28
• Certain isothiazolol esters of phosphorus acids
  申请人：Roussel-UCLAF

  公开号：US03983129A1

  公开（公告）日：1976-09-28

  Novel 3-phosphoryloxy-isothiazoles of the formula ##SPC1## Wherein R is selected from the group consisting of alkyl of 1 to 3 carbon atoms, alkoxy of 1 to 3 carbon atoms and ##EQU1## R' and R" being individually SELECTED FROM THE GROUP CONSISTING OF HYDROGEN AND ALKYL OF 1 TO 3 CARBON ATOMS, R.sub.1 is alkyl of 1 to 3 carbon atoms, R.sub.2 is selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms, aryl of 6 to 10 carbon atoms, aralkyl of 7 to 12 carbon atoms, cyano, carbalkoxy of 2 to 4 carbon atoms and NHR'", and R'" is selected from the group consisting of hydrogen and aryl of 6 to 10 carbon atoms, R.sub.3 is selected from the group consisting of cyano, alkylthio of 1 to 4 carbon atoms, alkylsulfinyl of 1 to 4 carbon atoms, alkylsulfonyl of 1 to 4 carbon atoms, carbamoyl, carbalkoxy of 2 to 4 carbon atoms and ##EQU2## A and B are individually selected from the group consisting of hydrogen and alkyl of 1 to 3 carbon atoms and X is selected from the group consisting of oxygen and sulfur which have excellent insecticidal properties.

  3-磷酸酯基异噻唑类化合物的结构式如下：##SPC1## 其中R从以下组中选择：1至3个碳原子的烷基，1至3个碳原子的烷氧基和##EQU1## R'和R"分别从以下组中选择：氢和1至3个碳原子的烷基，R.sub.1为1至3个碳原子的烷基，R.sub.2从以下组中选择：氢，1至5个碳原子的烷基，6至10个碳原子的芳基，7至12个碳原子的芳基烷基，氰基，2至4个碳原子的羰基烷氧基和NHR'"，R'"从以下组中选择：氢和6至10个碳原子的芳基，R.sub.3从以下组中选择：氰基，1至4个碳原子的烷硫基，1至4个碳原子的烷基亚硫基，1至4个碳原子的烷基砜基，氨基甲酰基，2至4个碳原子的羰基烷氧基和##EQU2## A和B分别从以下组中选择：氢和1至3个碳原子的烷基，X从以下组中选择：具有优异杀虫性能的氧和硫。