5-(hydroxyiminomethyl)-1-tert-butyl-1H-pyrazole-4-carboxylic acid, ethyl ester | 98477-11-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(hydroxyiminomethyl)-1-tert-butyl-1H-pyrazole-4-carboxylic acid, ethyl ester
• 英文别名: ethyl 1-tert-butyl-5-(hydroxyiminomethyl)pyrazole-4-carboxylate
• CAS: 98477-11-3
• 化学式: C₁₁H₁₇N₃O₃
• 分子量: 239.274
• InChiKey: BEHXGJNILNKDBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  76.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-(hydroxyiminomethyl)-1-tert-butyl-1H-pyrazole-4-carboxylic acid, ethyl ester 在 氯化亚砜 作用下， 以 乙醚 为溶剂， 反应 16.0h， 以61%的产率得到5-氰基-1-叔丁基-1H-吡唑-4-羧酸乙酯
  参考文献：
  名称：

  Beck, James R.; Lynch, Michael P., Journal of Heterocyclic Chemistry, 1987, vol. 24, p. 693 - 695

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate 在 N-溴代丁二酰亚胺(NBS) 、 2-硝基丙烷 、 盐酸羟胺 、 sodium ethanolate 作用下， 以 四氯化碳 、 乙醇 为溶剂， 反应 23.0h， 生成 5-(hydroxyiminomethyl)-1-tert-butyl-1H-pyrazole-4-carboxylic acid, ethyl ester
  参考文献：
  名称：

  Beck, James R.; Lynch, Michael P., Journal of Heterocyclic Chemistry, 1987, vol. 24, p. 693 - 695

  摘要：

  DOI：

文献信息

• Reaction of 4-hydroxy-5-oximino-3-thiophenecarboxylates with hydrazines. Formation of pyrazolylthiohydroxamic acids
  作者：R. L. Robey、C. A. Alt、E. E. Van Meter

  DOI：10.1002/jhet.5570340210

  日期：1997.3

  The reactions of 4-hydroxy-5-oximino-3-thiophenecarboxylates with hydrazine and substituted hydrazines have been investigated. The products of the reactions have been shown to be pyrazole-3- or 5-thiohydroxamic acids rather than the hydrazones previously described by Benary and Silberstrom. Two alternate mechanisms are proposed which account for the regiochemical outcome. The structures of the pyrazole-3-

  已经研究了4-羟基-5-氧亚氨基-3-噻吩羧酸盐与肼和取代的肼的反应。已经显示反应的产物是吡唑-3-或5-硫代异羟肟酸，而不是贝纳利和席尔伯斯特伦先前描述的。提出了两种替代机制来解释区域化学结果。吡唑-3-和5-硫代异羟肟酸的结构以及相应的腈已通过独立合成，与已知化合物进行比较以及质子和碳磁共振以及远距离HETCOR实验得到了证明。
• Herbicidal and algicidal 1-aryl-5-cyano-1H-pyrazole-4-carboxamides
  申请人：Eli Lilly and Company

  公开号：US04589905A1

  公开（公告）日：1986-05-20

  The present invention is directed to compounds of the formula ##STR1## wherein R.sup.1 is C.sub.1 -C.sub.6 alkyl, C.sub.5 -C.sub.6 cycloalkyl, ##STR2## each of R.sup.2 and R.sup.3 is taken separately and is independently hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.4 alkenyl, C.sub.3 -C.sub.4 alkynyl, C.sub.3 -C.sub.4 cycloalkyl or C.sub.1 -C.sub.3 alkoxy, or R.sup.2 and R.sup.3 are taken together with the nitrogen atom to which they are attached and form piperidine, morpholine or pyrrolidine; each R.sup.4 independently is halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -Cphd 4 alkoxy, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkoxy or cyano; X is 0 or S; and m is 0-3; with the provisos that when R.sup.4 is C.sub.1 -C.sub.4 alkyl, that substituent exists at other than the 2 or 6 position of the phenyl ring; and when R.sup.2 is C.sub.1 -C.sub.3 alkoxy, R.sup.3 is other than C.sub.1 -C.sub.3 alkoxy. These compounds exhibit activity as terrestrial herbicides, aquatic herbicides, and aquatic algicides.

  本发明涉及公式##STR1##的化合物，其中R.sup.1是C.sub.1-C.sub.6烷基，C.sub.5-C.sub.6环烷基，##STR2##每个R.sup.2和R.sup.3分别取且独立地为氢，C.sub.1-C.sub.4烷基，C.sub.3-C.sub.4烯基，C.sub.3-C.sub.4炔基，C.sub.3-C.sub.4环烷基或C.sub.1-C.sub.3烷氧基，或R.sup.2和R.sup.3与它们连接的氮原子一起形成哌啶，吗啉或吡咯烷；每个R.sup.4独立地为卤素，C.sub.1-C.sub.4烷基，C.sub.1-C.sub.4烷氧基，C.sub.1-C.sub.4卤代烷基，C.sub.1-C.sub.4卤代烷氧基或氰基；X为0或S；m为0-3；但是当R.sup.4为C.sub.1-C.sub.4烷基时，该取代基存在于苯环的2或6位置以外；当R.sup.2为C.sub.1-C.sub.3烷氧基时，R.sup.3为除C.sub.1-C.sub.3烷氧基以外的其他基团。这些化合物表现出陆生除草剂，水生除草剂和水生藻类杀灭剂的活性。
• Cyanopyrazole intermediates
  申请人：Eli Lilly and Company

  公开号：US04631343A1

  公开（公告）日：1986-12-23

  5-Cyano-1-substituted-1H-pyrazole-4-carboxylic acids and esters useful as intermediates to the corresponding 4-carboxyamide derivatives having herbicidal and algicidal activity.

  5-氰基-1-取代-1H-吡唑-4-羧酸和酯是用于合成具有除草和杀藻活性的相应4-羧酰胺衍生物的中间体。