1H-Pyrazol-5-ol, 1-propyl-3-(trifluoromethyl)- | 143706-76-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1H-Pyrazol-5-ol, 1-propyl-3-(trifluoromethyl)-
• CAS: 143706-76-7
• 化学式: C₇H₉F₃N₂O
• 分子量: 194.156
• InChiKey: HQLBOGVHGVOIKU-UHFFFAOYSA-N

物化性质

• 沸点：
  253.2±35.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.02
• 重原子数：
  13.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  38.05
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  丙基肼 、 4,4,4-三氟-2-丁炔乙酯 以 甲醇 、 水 为溶剂， 以25%的产率得到2-propyl-3-(trifluoromethyl)-1H-pyrazol-5-one
  参考文献：
  名称：

  Cyclocondensation of alkylhydrazines and .beta.-substituted acetylenic esters: synthesis of 3-hydroxypyrazoles

  摘要：

  Addition of monosubstituted alkylhydrazines to acetylenic esters with either electron-withdrawing or sterically bulky beta-substituents afforded 1-alkyl-3-hydroxy-5-substituted-pyrazoles 1 as the major regioisomeric product. By comparison, the classical cyclocondensation of alkylhydrazines with beta-keto esters gives the regioisomeric pyrazol-5-ones 2. The reaction solvent employed in these cyclocondensations can have a profound effect on regioisomeric product ratios. Addition of methylhydrazine to 5g in methylene chloride gave regiospecific formation of pyrazolinone 2o, whereas addition in water-methanol mixtures afforded hydroxypyrazole 1o as the major product. Structural assignment of regioisomers 1 and 2 are based on C-13 NMR chemical shifts, long-range heteronuclear coupling constants, and comparisons with regiochemically known hydroxypyrazoles and/or pyrazolinones. Additions of acetylene 5b to 1,1-dimethylhydrazine afforded either acyclic enehydrazone 12 or pyrazolium betaine 13 depending on the reaction conditions.

  DOI：

  10.1021/jo00047a021

文献信息

• Process for Production of 5-Alkoxy-4-Hydroxymethylpyrazole Compound
  申请人：Uchida Yukio

  公开号：US20090036688A1

  公开（公告）日：2009-02-05

  The present invention relates to a process for producing a 5-alkoxy-4-hydroxymethylpyrazole compound represented by the general formula (3) which comprises reacting a pyrazole compound represented by the general formula (1) (wherein R 1 is a substituent such as alkyl group, substituted or unsubstituted group or the like, and R 2 is an electron withdrawing group) with a compound represented by the general formula (2) L-R 3 (2) (wherein L is a leaving group and R 3 is a substituent such as substituted or unsubstituted alkyl group or the like) in the presence of a base and formaldehyde.

  本发明涉及一种制备5-烷氧基-4-羟甲基吡唑化合物的方法，该化合物由通式（3）表示，其中，该方法包括在碱和甲醛的存在下，将通式（1）所表示的吡唑化合物（其中，R1是取代基，例如烷基，取代或未取代基或类似基团，而R2是电子提取基团）与通式（2）所表示的化合物L-R3（2）（其中，L是离去基团，而R3是取代或未取代的烷基或类似基团）反应。
• PROCESS FOR PRODUCING 5-HYDROXY-4-THIOMETHYLPYRAZOLE COMPOUND
  申请人：IHARA CHEMICAL INDUSTRY CO., LTD.

  公开号：EP1767528B1

  公开（公告）日：2014-09-17
• PROCESS FOR PRODUCTION OF 5-ALKOXY-4-HYDROXYMETHYLPYRAZOLE COMPOUND
  申请人：IHARA CHEMICAL INDUSTRY CO., LTD.

  公开号：EP1990336B1

  公开（公告）日：2012-02-08
• US7488831B2
  申请人：——

  公开号：US7488831B2

  公开（公告）日：2009-02-10
• US7812175B2
  申请人：——

  公开号：US7812175B2

  公开（公告）日：2010-10-12