3,5-dihydroxy-4-phenylpyrazole | 106367-54-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3,5-dihydroxy-4-phenylpyrazole
• 英文别名: 4-phenyl-1H-pyrazole-3,5-diol；5-hydroxy-4-phenyl-1,2-dihydropyrazol-3-one
• CAS: 106367-54-8
• 化学式: C₉H₈N₂O₂
• mdl: MFCD01050394
• 分子量: 176.175
• InChiKey: AIZKTZJJFLVPQX-UHFFFAOYSA-N

物化性质

• 密度：
  1.379±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,5-dihydroxy-4-phenylpyrazole 在 盐酸 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 1.0h， 生成 1,3-二吗啉-4-基-2-苯基丙烷-1,3-二酮
  参考文献：
  名称：

  Studies on paraionic compounds. Anhydro-1-hydroxy-3-oxopyrazolo[1,2-a]pyrazolium hydroxides. Formation and stability of a novel series of 4n.pi. heterocyclic betaines

  摘要：

  DOI：

  10.1021/jo00341a023
• 作为产物：
  描述：

  苯基丙二酸二乙酯 在 一水合肼 作用下， 反应 1.0h， 以70%的产率得到3,5-dihydroxy-4-phenylpyrazole
  参考文献：
  名称：

  Studies on paraionic compounds. Anhydro-1-hydroxy-3-oxopyrazolo[1,2-a]pyrazolium hydroxides. Formation and stability of a novel series of 4n.pi. heterocyclic betaines

  摘要：

  DOI：

  10.1021/jo00341a023

文献信息

• Birch Reduction of (−)-Ephedrine. Formation of a New, Versatile Intermediate for Organic Synthesis
  作者：Gury Zvilichovsky、Isra Gbara-Haj-Yahia

  DOI：10.1021/jo049726u

  日期：2004.8.1

  The reduction of (−)-ephedrine by lithium in liquid ammonia resulted in the formation of S-1-(1,4-cyclohexadien-1-yl)-N-methyl-2-propanamine. In addition to the reduction of the aromatic ring, the hydroxy group was reduced as well. The resulting 1,4-cyclohexadienyl group is a potentially versatile intermediate for further synthetic transformations. The ozonolysis of this group was investigated, producing

  锂在液态氨中还原（-）-麻黄碱导致形成S -1-（1,4-环己二-1-基）-N-甲基-2-丙胺。除了芳环的还原之外，羟基也被还原。所得的1，4-环己二烯基是用于进一步合成转化的潜在通用中间体。对这组的臭氧分解进行了研究，产生了β-酮-δ-甲基氨基酯和β-酮醛的衍生物，这些衍生物随后可以转化为杂环。描述了对N-苯甲酰基-1-（1,4-环己二-1-基）-N-甲基-2-丙胺中CN键旋转的限制。
• [EN] HERBICIDALLY ACTIVE 2-HALOGEN-4-ALKYNYL- PHENYL-PYRAZOLIDINE-DIONE OR PYRROLIDINE-DIONE DERIVATIVES<br/>[FR] DÉRIVÉS DE 2-HALOGÉNO-4-ALCYNYLPHÉNYLPYRAZOLIDINEDIONE OU DE PYRROLIDINEDIONE À ACTIVITÉ HERBICIDE
  申请人：SYNGENTA LTD

  公开号：WO2015032702A1

  公开（公告）日：2015-03-12

  Herbicidally active pyrazolidine-dione or pyrrolidine-dione compounds or derivatives thereof The present invention relates to a compoundof formula (I): wherein CKE is of sub-formula (A) and/or (B): wherein: R1 is fluorine or chlorine; R 2 is hydrogen, methyl, ethyl, n-propyl, cyclopropyl, ethynyl, cyano, fluorine, chlorine, bromine, C 1-C 3 alkoxy, C1 -C 2 fluoroalkoxy, C1 -C 2 alkoxy-C1 -C 3 alkoxy-, or C1 fluoroalkoxy-C1 -C 3 alkoxy-; and X is NR 4 or CR5 R 6; wherein R 3, R 4, R5 and R 6 are as defined herein; wherein the compound of formula (I) is optionally present as an agrochemically acceptable salt thereof. These compounds are suitable for use as herbicides. The invention therefore also relates to a method of controlling weeds, especially grassy monocotyledonous weeds, in crops of useful plants, comprising applying a compound of formula (I), or a herbicidal composition comprising such a compound, to the plants or to the locus thereof.

  本发明涉及一种具有除草活性的吡唑烷二酮或吡咯烷二酮化合物或其衍生物。该化合物的结构如下（I）式：其中CKE为亚式结构（A）和/或（B）：其中：R1为氟或氯；R2为氢、甲基、乙基、正丙基、环丙基、乙炔基、氰基、氟、氯、溴、C1-C3烷氧基、C1-C2氟烷氧基、C1-C2烷氧基-C1-C3烷氧基，或C1氟烷氧基-C1-C3烷氧基；X为NR4或CR5R6；其中R3、R4、R5和R6如上所定义；化合物（I）的盐也可以作为农药中的可接受盐存在。这些化合物适用于用作除草剂。因此，本发明还涉及一种控制杂草的方法，特别是在有用植物作物中控制草本单子叶杂草，包括将化合物（I）或含有这样一种化合物的除草剂组合物施用于植物或其生长地点。
• [EN] HERBICIDALLY ACTIVE 2-HALOGEN-4-ALKYNYL-PHENYL-PYRAZOLIDINE-DIONE OR PYRROLIDINE-DIONE DERIVATIVES<br/>[FR] DÉRIVÉS DE 2-HALOGÉNO-4-ALCYNYLPHÉNYLPYRAZOLIDINEDIONE OU DE PYRROLIDINEDIONE AYANT UNE ACTIVITÉ HERBICIDE
  申请人：SYNGENTA LTD

  公开号：WO2015040114A1

  公开（公告）日：2015-03-26

  The present invention relates to a compound of formula (I), wherein CKE is of sub-formula (A) and/or (B), wherein: R1 is methyl or methoxy; R2 is hydrogen, methyl, ethyl, n-propyl, n-butyl, cyclopropyl, ethynyl, cyano, C1-C3alkoxy, C1-C2fluoroalkoxy, (difluoro)vinyloxy, C1-C2alkoxy-C1-C3alkoxy-, or C1fluoroalkoxy-C1C3alkoxy-; and X is NR4 or CR5R6; wherein R3, R4, R5 and R6 are as defined herein; wherein the compound of formula (I) is optionally present as an agrochemically acceptable salt thereof. These compounds are suitable for use as herbicides. The invention therefore also relates to a method of controlling weeds, especially grassy monocotyledonous weeds, in crops of useful plants, comprising applying a compound of formula (I), or a herbicidal composition comprising such a compound, to the plants or to the locus thereof.

  本发明涉及一种化合物，其化学式为（I），其中CKE为亚式结构（A）和/或（B），其中：R1为甲基或甲氧基；R2为氢、甲基、乙基、正丙基、正丁基、环丙基、乙炔基、氰基、C1-C3烷氧基、C1-C2氟烷氧基、（二氟）乙烯氧基、C1-C2烷氧基-C1-C3烷氧基、或C1氟烷氧基-C1C3烷氧基；X为NR4或CR5R6；其中R3、R4、R5和R6如本文所定义；其中该化合物的化学式（I）可选地存在于其农药可接受的盐中。这些化合物适用于用作除草剂。因此，本发明还涉及一种控制杂草，特别是草本单子叶杂草，在有用植物作物中的方法，包括将化合物的化学式（I）或包含这种化合物的除草剂组合物施用于植物或其生长地点。
• HERBICIDALLY ACTIVE 2-HALOGEN-4-ALKYNYL-PHENYL-PYRAZOLIDINE-DIONE OR PYRROLIDINE-DIONE DERIVATIVES
  申请人：SYNGENTA LIMITED

  公开号：US20160219881A1

  公开（公告）日：2016-08-04

  The present invention relates to a compound of formula (I), wherein CKE is of sub-formula (A) and/or (B), wherein: R 1 is methyl or methoxy; R 2 is hydrogen, methyl, ethyl, n-propyl, n-butyl, cyclopropyl, ethynyl, cyano, C 1 -C 3 alkoxy, C 1 -C 2 fluoroalkoxy, (difluoro)vinyloxy, C 1 -C 2 alkoxy-C 1 -C 3 alkoxy-, or C 1 fluoroalkoxy-C 1 C 3 alkoxy-; and X is NR 4 or CR 5 R 6 ; wherein R3, R4, R5 and R6 are as defined herein; wherein the compound of formula (I) is optionally present as an agrochemically acceptable salt thereof. These compounds are suitable for use as herbicides. The invention therefore also relates to a method of controlling weeds, especially grassy monocotyledonous weeds, in crops of useful plants, comprising applying a compound of formula (I), or a herbicidal composition comprising such a compound, to the plants or to the locus thereof.

  本发明涉及一种式为(I)的化合物，其中CKE是亚式(A)和/或(B)的子式，其中：R1为甲基或甲氧基；R2为氢、甲基、乙基、正丙基、正丁基、环丙基、乙炔基、氰基、C1-C3烷氧基、C1-C2氟烷氧基、(二氟)乙烯氧基、C1-C2烷氧-C1-C3烷氧基或C1氟烷氧-C1-C3烷氧基；X为NR4或CR5R6；其中R3、R4、R5和R6如本文所定义；其中化合物(I)可以作为农药可接受的盐存在。这些化合物适用于作为除草剂使用。因此，本发明还涉及一种控制杂草的方法，特别是作物中的草本单子叶杂草，包括将式(I)的化合物或含有这种化合物的除草剂组合物施用于植物或其生长地点。
• Synthesis of 2,6-Diaryl-1(3)-oxo-3(1)-hydroxy-5(7)-imino-7(5)-amino-1<i>H</i>,5<i>H</i>(3<i>H</i>,7<i>H</i>)-pyrazolo[1,2-<i>a</i>]pyrazoles
  作者：Gury Zvilichovsky、Mordechai David

  DOI：10.1055/s-1986-31631

  日期：——

  Reaction of 4-aryl-3,5-dihydroxypyrazoles with α-arylmalononitriles led to a series of 2,6-diaryl derivatives of 1(3)-oxo-3(1)-hydroxy-5(7)-imino-7(5)-amino- 1H5H(3H,7H)-pyrazolo[1,2-a]pyrazole. Spectral results and tautomerism of these new products are also discussed.

  4-芳基-3,5-二羟基吡唑与δ-芳基丙二腈反应，产生了一系列 1(3)-氧代-3(1)-羟基-5(7)-亚氨基-7(5)-氨基-1H5H(3H,7H)-吡唑并[1,2-a]吡唑的 2,6-二芳基衍生物。 此外，还讨论了这些新产品的光谱结果和同分异构现象。